OVERVIEW

At BuildOps, we’re building a groundbreaking software solution, purpose-built to support today’s commercial contractors. From helping our customers manage their service department all the way to project management, we’re breaking the mold and building a team that invests in our mission statement. We love driven, self-motivated folks experienced in tech start-ups and thrive in fast-paced environments. Could you be our next hire?

This candidate will join a well-funded, fast-growing technology startup with the unique opportunity to lead the build-out of the industry’s leading operational platform.

As the Head of Enablement, you’ll operate at the intersection of strategy and execution. You’ll define how we equip Revenue, Marketing, BD, Professional Services, Customer Success, Customer Support, and our AI Center of Excellence (CoE) with the tools, training materials, and strategic partnership to deliver mutually agreed-upon exceptional outcomes. You’ll also own the BuildOps Academy as a strategic lever to reduce implementation time-to-value, facilitate customer product adoption, and enhance internal enablement efforts. You’ll centralize and lead all internal enablement resources and report to our Chief of Staff. If you thrive at the intersection of curriculum architecture, change management, and operational rigor, this is the role for you.

ROLES & RESPONSIBILITIES

• ^{Define and own the multi-year enablement vision and strategic roadmap, partnering with senior leaders across GTM, Post-Sale, our AI CoE, and Product to align priorities with business objectives and growth goals}

• ^{Define and execute the BuildOps Academy strategy: reduce implementation time to value, accelerate customer adoption, and serve as a reusable engine for internal enablement}

• ^{Lead and develop a team of functional enablement managers and analysts; set priorities, performance expectations, and a culture of continuous improvement}

• ^{Own and maintain our LMS (Docebo) as the source of truth for enablement content across functions and customers; establish governance for content creation, review cycles, and deprecation}

• ^{Embed AI into how enablement content is created, personalized, and measured—staying current on best-in-class approaches and bringing them into our programs}

• ^{Establish and track enablement KPIs (e.g., ramp time, certification completion, productivity uplift, customer time to value, Academy engagement) and prepare executive-ready communications that frame progress, gaps, and investment asks for ELT and board audiences}

IDEAL CANDIDATE

• Proven track record building and scaling enablement programs across multiple functions (Revenue, PS, CS, or similar) in a high-growth SaaS environment

• Familiarity with AI-powered enablement tooling (e.g., AI content creation, personalization engines, AI coaching) and a genuine enthusiasm for applying AI to enablement workflow)

• Strategic thinker who operates fluently in executive conversations while staying close enough to the work to guide quality and execution; influences without authority and aligns diverse stakeholders around a shared vision

• Data-driven mindset with experience defining success metrics, building dashboards, and using insights to iterate on programs

• 5+ years in enablement or learning & development, with at least 2+ years in a leadership role managing a team

• Hands-on experience with an LMS, including curriculum design, content governance, and reporting (Docebo strongly preferred)

• Clear, compelling communicator who can translate complex product or process information into engaging learning experiences

• This role is hybrid, requiring 3 days per week in office. Candidates should be based in Los Angeles, San Francisco, Raleigh, or Toronto.

ABOUT BUILDOPS

Join BuildOps, the largest commercial trade platform in the country, as we transform the multi-billion dollar commercial contracting industry!

We’re not just talking incremental improvements—we’re talking a full-scale revolution, empowering the hardworking heroes who build and maintain the infrastructure that keeps our world running. See why contractors choose Buildops here.

This is your chance to be part of a rocketship. We’re fresh off a $1 billion valuation and a $127M Series C funding round (part of over $275M raised to date) led by industry-leading investors like Meritech Capital, BOND, and SE Ventures, backed by Schneider Electric (Reuters, TechCrunch, LA Business Journal). Our latest investors join our team of industry heavyweights like Next47, former Twitter CEO Dick Costolo, former Salesforce President Gavin Patterson, and Boost Mobile CEO Stephen Stokols. Their investment is fueling our aggressive growth and our commitment to equipping contractors with AI-driven tools to conquer chaos, boost efficiency, skyrocket profitability, and ultimately, deliver exceptional service.

At BuildOps, we’re changing the game and doing the best work of our careers. You’ll be a key player in a company that’s truly making a difference for the backbone of our economy. If you’re ready to tackle big challenges, work with a passionate team, and build something extraordinary, BuildOps is the place for you. 🚀

Compensation:

• $160,000 - $200,000 base salary range + annual bonus

OVERVIEW

At BuildOps, we’re building a groundbreaking software solution, purpose-built to support today’s commercial contractors. From helping our customers manage their service department all the way to project management, we’re breaking the mold and building a team that invests in our mission statement. We love driven, self-motivated folks experienced in tech start-ups and thrive in fast-paced environments. Could you be our next hire?

This candidate will join a well-funded, fast-growing technology startup with the unique opportunity to lead the build-out of the industry’s leading operational platform.

As the Head of Enablement, you’ll operate at the intersection of strategy and execution. You’ll define how we equip Revenue, Marketing, BD, Professional Services, Customer Success, Customer Support, and our AI Center of Excellence (CoE) with the tools, training materials, and strategic partnership to deliver mutually agreed-upon exceptional outcomes. You’ll also own the BuildOps Academy as a strategic lever to reduce implementation time-to-value, facilitate customer product adoption, and enhance internal enablement efforts. You’ll centralize and lead all internal enablement resources and report to our Chief of Staff. If you thrive at the intersection of curriculum architecture, change management, and operational rigor, this is the role for you.

ROLES & RESPONSIBILITIES

• ^{Define and own the multi-year enablement vision and strategic roadmap, partnering with senior leaders across GTM, Post-Sale, our AI CoE, and Product to align priorities with business objectives and growth goals}

• ^{Define and execute the BuildOps Academy strategy: reduce implementation time to value, accelerate customer adoption, and serve as a reusable engine for internal enablement}

• ^{Lead and develop a team of functional enablement managers and analysts; set priorities, performance expectations, and a culture of continuous improvement}

• ^{Own and maintain our LMS (Docebo) as the source of truth for enablement content across functions and customers; establish governance for content creation, review cycles, and deprecation}

• ^{Embed AI into how enablement content is created, personalized, and measured—staying current on best-in-class approaches and bringing them into our programs}

• ^{Establish and track enablement KPIs (e.g., ramp time, certification completion, productivity uplift, customer time to value, Academy engagement) and prepare executive-ready communications that frame progress, gaps, and investment asks for ELT and board audiences}

IDEAL CANDIDATE

• Proven track record building and scaling enablement programs across multiple functions (Revenue, PS, CS, or similar) in a high-growth SaaS environment

• Familiarity with AI-powered enablement tooling (e.g., AI content creation, personalization engines, AI coaching) and a genuine enthusiasm for applying AI to enablement workflow)

• Strategic thinker who operates fluently in executive conversations while staying close enough to the work to guide quality and execution; influences without authority and aligns diverse stakeholders around a shared vision

• Data-driven mindset with experience defining success metrics, building dashboards, and using insights to iterate on programs

• 5+ years in enablement or learning & development, with at least 2+ years in a leadership role managing a team

• Hands-on experience with an LMS, including curriculum design, content governance, and reporting (Docebo strongly preferred)

• Clear, compelling communicator who can translate complex product or process information into engaging learning experiences

• This role is hybrid, requiring 3 days per week in office. Candidates should be based in Los Angeles, San Francisco, Raleigh, or Toronto.

ABOUT BUILDOPS

Join BuildOps, the largest commercial trade platform in the country, as we transform the multi-billion dollar commercial contracting industry!

We’re not just talking incremental improvements—we’re talking a full-scale revolution, empowering the hardworking heroes who build and maintain the infrastructure that keeps our world running. See why contractors choose Buildops here.

This is your chance to be part of a rocketship. We’re fresh off a $1 billion valuation and a $127M Series C funding round (part of over $275M raised to date) led by industry-leading investors like Meritech Capital, BOND, and SE Ventures, backed by Schneider Electric (Reuters, TechCrunch, LA Business Journal). Our latest investors join our team of industry heavyweights like Next47, former Twitter CEO Dick Costolo, former Salesforce President Gavin Patterson, and Boost Mobile CEO Stephen Stokols. Their investment is fueling our aggressive growth and our commitment to equipping contractors with AI-driven tools to conquer chaos, boost efficiency, skyrocket profitability, and ultimately, deliver exceptional service.

At BuildOps, we’re changing the game and doing the best work of our careers. You’ll be a key player in a company that’s truly making a difference for the backbone of our economy. If you’re ready to tackle big challenges, work with a passionate team, and build something extraordinary, BuildOps is the place for you. 🚀

Compensation:

• $167,000 - $220,000 base salary range + annual bonus

OVERVIEW

At BuildOps, we’re building a groundbreaking software solution, purpose-built to support today’s commercial contractors. From helping our customers manage their service department all the way to project management, we’re breaking the mold and building a team that invests in our mission statement. We love driven, self-motivated folks experienced in tech start-ups and thrive in fast-paced environments. Could you be our next hire?

This candidate will join a well-funded, fast-growing technology startup with the unique opportunity to lead the build-out of the industry’s leading operational platform.

As the Head of Enablement, you’ll operate at the intersection of strategy and execution. You’ll define how we equip Revenue, Marketing, BD, Professional Services, Customer Success, Customer Support, and our AI Center of Excellence (CoE) with the tools, training materials, and strategic partnership to deliver mutually agreed-upon exceptional outcomes. You’ll also own the BuildOps Academy as a strategic lever to reduce implementation time-to-value, facilitate customer product adoption, and enhance internal enablement efforts. You’ll centralize and lead all internal enablement resources and report to our Chief of Staff. If you thrive at the intersection of curriculum architecture, change management, and operational rigor, this is the role for you.

ROLES & RESPONSIBILITIES

• ^{Define and own the multi-year enablement vision and strategic roadmap, partnering with senior leaders across GTM, Post-Sale, our AI CoE, and Product to align priorities with business objectives and growth goals}

• ^{Define and execute the BuildOps Academy strategy: reduce implementation time to value, accelerate customer adoption, and serve as a reusable engine for internal enablement}

• ^{Lead and develop a team of functional enablement managers and analysts; set priorities, performance expectations, and a culture of continuous improvement}

• ^{Own and maintain our LMS (Docebo) as the source of truth for enablement content across functions and customers; establish governance for content creation, review cycles, and deprecation}

• ^{Embed AI into how enablement content is created, personalized, and measured—staying current on best-in-class approaches and bringing them into our programs}

• ^{Establish and track enablement KPIs (e.g., ramp time, certification completion, productivity uplift, customer time to value, Academy engagement) and prepare executive-ready communications that frame progress, gaps, and investment asks for ELT and board audiences}

IDEAL CANDIDATE

• Proven track record building and scaling enablement programs across multiple functions (Revenue, PS, CS, or similar) in a high-growth SaaS environment

• Familiarity with AI-powered enablement tooling (e.g., AI content creation, personalization engines, AI coaching) and a genuine enthusiasm for applying AI to enablement workflow)

• Strategic thinker who operates fluently in executive conversations while staying close enough to the work to guide quality and execution; influences without authority and aligns diverse stakeholders around a shared vision

• Data-driven mindset with experience defining success metrics, building dashboards, and using insights to iterate on programs

• 5+ years in enablement or learning & development, with at least 2+ years in a leadership role managing a team

• Hands-on experience with an LMS, including curriculum design, content governance, and reporting (Docebo strongly preferred)

• Clear, compelling communicator who can translate complex product or process information into engaging learning experiences

• This role is hybrid, requiring 3 days per week in office. Candidates should be based in Los Angeles, San Francisco, Raleigh, or Toronto.

ABOUT BUILDOPS

Join BuildOps, the largest commercial trade platform in the country, as we transform the multi-billion dollar commercial contracting industry!

We’re not just talking incremental improvements—we’re talking a full-scale revolution, empowering the hardworking heroes who build and maintain the infrastructure that keeps our world running. See why contractors choose Buildops here.

This is your chance to be part of a rocketship. We’re fresh off a $1 billion valuation and a $127M Series C funding round (part of over $275M raised to date) led by industry-leading investors like Meritech Capital, BOND, and SE Ventures, backed by Schneider Electric (Reuters, TechCrunch, LA Business Journal). Our latest investors join our team of industry heavyweights like Next47, former Twitter CEO Dick Costolo, former Salesforce President Gavin Patterson, and Boost Mobile CEO Stephen Stokols. Their investment is fueling our aggressive growth and our commitment to equipping contractors with AI-driven tools to conquer chaos, boost efficiency, skyrocket profitability, and ultimately, deliver exceptional service.

At BuildOps, we’re changing the game and doing the best work of our careers. You’ll be a key player in a company that’s truly making a difference for the backbone of our economy. If you’re ready to tackle big challenges, work with a passionate team, and build something extraordinary, BuildOps is the place for you. 🚀

Compensation:

• $185,000 - $231,000 base salary range + annual bonus

We're looking for a Revenue Enablement Manager for our Customer Office to own the enablement experience for Hootsuite's post-sale organization including Customer Success Managers, Renewal Owners, and the broader customer-facing teams responsible for retention, expansion, and long-term value delivery. This role sits within the Revenue Enablement function and is dedicated to building the capabilities, frameworks, and learning systems that drive net revenue retention.

This position operates at the intersection of customer success strategy and field execution, ensuring that CSMs and renewal owners have the knowledge, tools, and skills to deepen customer relationships, demonstrate ROI, and grow accounts. 

This role is open in USA and Canada in provinces and states we can legally hire in and will report into the Chief of Staff, Revenue.

WHAT YOU’LL DO

• Develop and maintain customer success and renewal motion playbooks, strategic business review (SBR) guides, customer office management framework and expansion play materials in close collaboration with CS Leadership, Customer Experience & Strategy, Product Marketing, and Revenue Operations.
• Build a coaching cadence for the customer office, leveraging AI conversation intelligence and customer health data to identify skill gaps, improve discovery and value-articulation skills, and increase commercial confidence among CSMs and renewal owners.
• Translate Hootsuite's value proposition into assets and internal training that equip the post-sale team to demonstrate ROI, connect usage to business outcomes, and tell a compelling story at renewal and expansion.
• Design and deliver enablement programs to ensure the post-sale team is fully prepared ahead of any change that affects how they show up with customers.
• Partner with the Revenue Operations and Customer Experience & Strategy teams to drive adoption of CS tools, health scoring systems, and renewal workflows. Turn process and system changes into clear enablement experiences that reduce friction and increase consistency across the team.
• Build a continuous learning program for CSMs and renewal owners through initiatives that reinforce value-based engagement, commercial acumen, and multi-threaded relationship building.
• Establish and track enablement metrics tied to post-sale performance, such as NRR, expansion pipeline, renewal conversion rates, and program adoption, iterating based on field feedback and CS leadership input.
• Serve as an active member of the Revenue Enablement Council, representing the post-sale voice and ensuring customer office initiatives are properly coordinated and sequenced across the broader GTM organization.

WHAT YOU’LL NEED

• 8+ years of experience in customer success enablement, CS operations, or a quota-carrying CSM/account management role within a B2B SaaS company. Background in consulting or strategic advisory is a major plus. 
• Demonstrated experience building and delivering enablement programs with measurable impact on NRR, renewal rates, or expansion pipeline
• Deep understanding of the customer success motion  health scoring, QBR/EBR frameworks, value realization methodologies, and renewal commercial negotiation
• Experience with AI-powered customer success tools, including conversational intelligence, AI-assisted health scoring, and automated coaching systems with a practical understanding of how to embed these capabilities into CSM workflows to improve retention outcomes and commercial effectiveness.
• Familiarity with CS platforms (e.g., Gainsight, Salesforce, Gong, and LMS tools)
• Experience working cross-functionally with CS Leadership, Product Marketing, RevOps, and Finance to build renewal and expansion programs that are both commercially rigorous and customer-centric
• Strong facilitation and communication skills. Effective in designing async learning and running live workshops with experienced CSMs and commercial-focused renewal teams
• Ability to translate complex product value into clear, customer-facing narratives and internal training that builds commercial confidence across the post-sale team

WHO YOU ARE

• Solution seeker: You’re focused on tackling new challenges, solving problems, and moving the business forward—and you don’t wait to be asked.
• Lifelong learner: You have a growth mindset – you’re here to learn, experiment, seek, apply, and provide feedback, share what works with your team, and move on from what doesn’t.
• Resilient adapter: In the face of change and challenges, you bring a thoughtful, calm approach, and a focus on finding the new opportunity.
• Intentional collaborator. You build positive working relationships across the business, bringing people together to foster new opportunities and to facilitate the efficient flow of information.
• Critical challenger: You have the trust in your team to ask difficult questions in order to get to the best end result.
• Active communicator: You listen actively and communicate ideas and information clearly, inclusively, and proactively.
• Integrated thinker: You look beyond your role and responsibilities to understand how your team’s work drives broader organizational goals.
• Accountable owner: You take pride in the work you’re responsible for with a mindset of ultimate accountability and reliability for the outcomes.
• Bar-raiser: You step up to help your team grow and succeed, even when that means going beyond what might be expected.

In all we do, our six guiding principles light the way:

Step Up: Show the world what it looks like to live and work by these guiding principles. #StepUp

One Team: Make Hootsuite a place where everyone feels safe, welcome, valued, and empowered to do their best  work without compromising who they are. #OneTeam #FreeToBeMe

Customer Obsessed: Focus relentlessly on helping our customers succeed. #CustomerObsessed

Go Fast, Be Agile: Widen our competitive advantage by committing to speed and simplicity over perfection and complexity. #GoFastBeAgile

Play to Win: Commit to building an incredible, profitable company for our customers, our employees, and our stakeholders. #PlayToWin #NoExcuses

Neighbours & Allies: Give back to our communities and be an ally. #SocialForGood #Allies

Accommodations will be provided as requested by candidates taking part in all aspects of the selection process.

This posting is for a current vacancy for which we are actively hiring.

#LI-NS1 #LI-Hybrid

We're looking for a Revenue Enablement Manager for our Sales Office to own the enablement experience for Hootsuite's global seller community of Account Executives, Sales Development Representatives, and partner-facing roles. This is a hands-on, high-impact position responsible for translating Hootsuite's enterprise Go-To-Market strategy into the programs, content, and skills that give our sellers a competitive edge.

This role works at the intersection of strategy and execution building the programs, playbooks, coaching frameworks, and learning systems that directly influence how quickly and effectively our sellers perform. The measure of this role is field impact: quota attainment, pipeline, and win rates.

This role is open in USA and Canada in provinces and states we can legally hire in and will report into the Chief of Staff, Revenue.

WHAT YOU’LL DO

• Develop and maintain sales playbooks, talk tracks, frameworks, and competitive assets in close partnership with Marketing, ensuring sellers always have current, field-tested materials at the moment they need it.
• Translate Hootsuite's GTM positioning and value-based selling methodology into training programs that are practical, repeatable, and directly applicable to driving active pipeline.
• Build and manage a coaching cadence for the seller community, leveraging AI to surface conversation intelligence insights, identify skill gaps, and create targeted coaching interventions in partnership with frontline sales managers.
• Design and deliver enablement programs for operational launches, GTM plays, and strategic initiatives in coordination with Product Marketing, RevOps, and Sales Leadership to ensure field readiness ahead of each launch.
• Partner with RevOps to drive adoption of new tools, processes, and CRM workflows, translating operational changes into clear, field-facing learning experiences that minimize friction and accelerate uptake.
• Maintain a continuous learning rhythm for tenured sellers through micro-learning, peer-led sessions, and skills clinics that reinforce messaging, sharpen technique, and build confidence in competitive deals.
• Establish and track enablement metrics tied to seller performance such as program completion, methodology adoption, and pipeline contribution and iterate programs based on field data and manager feedback.
• Serve as an active member of the Revenue Enablement Council, contributing field insights and ensuring seller-facing initiatives are properly sequenced, scoped, and communicated across the GTM organization.
• Perform other related duties as assigned 

WHAT YOU’LL NEED

• 8+ years of experience in sales enablement, sales training, or a quota-carrying sales role within a B2B SaaS company. Background in consulting or strategic advisory is a major plus.
• Demonstrated experience designing and delivering enablement programs with measurable impact on ramp time, quota attainment, or win rates
• Experience with AI-powered GTM tools, including conversational intelligence platforms, AI-assisted content generation, and personalized learning systems, with a practical understanding of how to integrate these tools into seller workflows to drive adoption and performance.
• Strong working knowledge of enterprise sales methodologies (e.g., MEDDIC, Command the Message, Challenger, Value Selling) and the ability to apply them in practical field contexts
• Experience leveraging Gong or equivalent conversation intelligence platforms to analyze seller performance and build coaching programs
• Familiarity with Salesforce, LMS platforms, and modern sales content management tools (e.g., Highspot, Accord)
• Proven ability to work cross-functionally with Sales Leadership, Product Marketing, and RevOps to build programs that land in the field
• Strong facilitation and communication skills. Equally effective designing an asynchronous learning module and running a live workshop with a room full of senior AEs

WHO YOU ARE:

• Solution seeker: You’re focused on tackling new challenges, solving problems, and moving the business forward—and you don’t wait to be asked.
• Lifelong learner: You have a growth mindset – you’re here to learn, experiment, seek, apply, and provide feedback, share what works with your team, and move on from what doesn’t.
• Resilient adapter: In the face of change and challenges, you bring a thoughtful, calm approach, and a focus on finding the new opportunity.
• Intentional collaborator. You build positive working relationships across the business, bringing people together to foster new opportunities and to facilitate the efficient flow of information.
• Critical challenger: You have the trust in your team to ask difficult questions in order to get to the best end result.
• Active communicator: You listen actively and communicate ideas and information clearly, inclusively, and proactively.
• Integrated thinker: You look beyond your role and responsibilities to understand how your team’s work drives broader organizational goals.
• Accountable owner: You take pride in the work you’re responsible for with a mindset of ultimate accountability and reliability for the outcomes.
• Bar-raiser: You step up to help your team grow and succeed, even when that means going beyond what might be expected.

In all we do, our six guiding principles light the way:

Step Up: Show the world what it looks like to live and work by these guiding principles. #StepUp

One Team: Make Hootsuite a place where everyone feels safe, welcome, valued, and empowered to do their best  work without compromising who they are. #OneTeam #FreeToBeMe

Customer Obsessed: Focus relentlessly on helping our customers succeed. #CustomerObsessed

Go Fast, Be Agile: Widen our competitive advantage by committing to speed and simplicity over perfection and complexity. #GoFastBeAgile

Play to Win: Commit to building an incredible, profitable company for our customers, our employees, and our stakeholders. #PlayToWin #NoExcuses

Neighbours & Allies: Give back to our communities and be an ally. #SocialForGood #Allies

Accommodations will be provided as requested by candidates taking part in all aspects of the selection process.

This posting is for a current vacancy for which we are actively hiring.

#LI-NS1 #LI-Hybrid

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn't work together.

So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we've embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale.

Today, we are a partner to sellers of all sizes – large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We're building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same.

The Role

As an Enterprise Account Executive, you'll be the tip of the spear for Square's most strategic, high-value deals. You'll navigate multi-threaded sales cycles with executive stakeholders involving technical integrations and cross-functional alignment. This is a role for a seasoned enterprise seller who owns the full deal lifecycle — from cold outreach to signed contract — and thrives in the complexity that comes with it.

You'll join a high-performing enterprise sales team that is deeply supported and strategically prioritized. Square is making significant investments to bring Square upmarket at scale and enable enterprise sales success. This is a team that operates with rigor, moves with urgency, and takes pride in signing the largest deals for the company.

You Will

• Craft and Lead Deal Strategy: Develop sophisticated, insight-led sales narratives tailored to client business priorities. You will identify the right entry points, mapping stakeholder influence, and building compelling business cases that create clear ROI.
• Own the Full Sales Cycle: Manage your pipeline end-to-end with precision — from prospecting and discovery through negotiation and close — qualifying rigorously and driving momentum at every stage without losing sight of the details
• Lead Technical, Complex Sales Cycles: Partner closely with Solutions Engineering to scope platform requirements and API integrations. Translate deeply technical concepts into language that resonates with executive decision-makers and know when to bring in the right expert at the right moment
• Orchestrate Internal Alignment: Quarterback cross-functional stakeholders across Finance, Legal, Risk, Product, Solutions Engineering, and Account Management — proactively surfacing blockers, resolving ambiguity, and ensuring everyone is aligned and moving in the same direction
• Represent Square at the Highest Level: Represent Square in C-suite meetings, on stage at industry conferences, or in working sessions with a prospect's technical team — with executive presence that is polished, credible, and authentic
• Build Block's Enterprise Network: Represent Square at industry events, trade shows, and networking functions; develop lasting relationships with senior leaders at leading brands and platform partners
• Be a Multiplier for the Business: Channel the voice of the customer internally to influence product roadmaps and go-to-market strategy; apply AI tools to sharpen your research, automate workflows, and increase your overall output

You Have

• 8+ years of enterprise sales experience, with a track record of closing complex, high-value deals with end-to-end ownership
• Deep experience in technical sales cycles — you're fluent in conversations involving API integrations, custom development, and platform configuration, and you collaborate naturally with Solutions Engineering teams
• A proven ability to orchestrate multi-stakeholder deals — internally and externally — with exceptional communication, follow-through, and organizational discipline
• Executive presence that's equally at home on a conference stage, in a C-suite boardroom, or on a discovery call with a technical champion
• Experience selling a complex ecosystem of SaaS or fintech products, ideally in payments, commerce, or adjacent verticals
• The ability to operate independently in a fast-paced, ambiguous environment — you don't wait to be told what to do next
• A talent for translating complexity into clarity — whether that's simplifying a technical integration for a CFO or structuring an ambiguous problem for an internal stakeholder
• A BA/BS degree or equivalent professional experience
• Willingness to travel ~40%

Why This Role

Square is growing our upmarket sales motion. We've built the infrastructure, the product depth, and the brand credibility to compete at the highest level — and we're accelerating. This role is for someone who wants to be at the center of that momentum: closing deals that matter, building relationships that last, and helping shape what enterprise sales looks like at one of the most consequential companies in commerce

Pay Transparency

Block takes a market-based approach to pay, and pay may vary depending on your location. U.S. locations are categorized into one of four zones based on a cost of labor index for that geographic area. The successful candidate's starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future.

To find a location's zone designation, please refer to this resource. If a location of interest is not listed, please speak with a recruiter for additional information.

$269,800 — $404,600

Amounts listed above include target variable compensation

We're working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We also consider qualified applicants with criminal histories for employment on our team, and always assess candidates on an individualized basis. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations throughout the recruitment process. If you require an accommodation, let your recruiter know. Want to learn more about what we're doing to build an inclusive workplace? Check out our Inclusion & Diversity page.

Senior Director Campus Support (Multi-Campus) 

Hillel Ontario | Regional Team | Hybrid (Campus visits required)

Reports to: Senior Vice President

Start date: July 6, 2026

Hillel Ontario (Toronto, ON) is a recognized leader in the international Hillel movement, serving over 14,000 Jewish students across nine universities and amplifying vibrant Jewish campus life. We centralize organizational expertise so our campus professionals can focus on student engagement, leadership development, learning, and building meaningful community connections. Hillel embraces religious and political diversity, supporting a broad spectrum of identities through innovative programming, immersive experiences, and student leadership development. We empower the next generation of Jewish leaders to make an enduring impact on Jewish life, Israel, and the world.

About the Role

As Hillel Ontario continues to expand its impact across campuses, we are seeking a dynamic and experienced Sr. Director Campus Support (DCS) to empower our campus teams in achieving success & engagement goals. This role serves as a critical bridge between senior leadership and campus teams, ensuring alignment, clarity, and strong execution across the organization.

This is a hands-on leadership role requiring regular in-person presence across multiple campuses to coach, support, and elevate team performance and overall impact. These campus visits will augment remote support and contact with students and campus staff alike.

This Sr. DCS will strengthen campus performance by establishing clear accountability, building team capacity, and providing the training, tools, and resources campus teams need to effectively advance organizational priorities—including scaling student engagement, leadership development, and advocacy initiatives toward our goal of reaching 10,000 students.

This opportunity is designed for a seasoned, high-energy leader who thrives in fast-paced environments and is passionate about supporting frontline professionals and student leaders. You will play a key role in translating organizational vision into meaningful, on-the-ground impact, ensuring campus teams are empowered, aligned, and equipped to meet the evolving needs of Jewish students and the broader campus community.

Key Responsibilities

Strategic Leadership & Execution

• Partner with Senior Leadership to operationalize organizational priorities across campuses, ensuring alignment with the unique context of each campus.
• Translate high-level strategy into clear frameworks, goals, and plans that enable campus teams to execute effectively with clear success metrics. 
• Provide ongoing coaching and strategic support to campus professionals, helping them navigate challenges, prioritize effectively, and continuously improve their work.
• Ensure effective implementation of central frameworks across campus engagement areas, including education, wellness, and leadership development at the campus level. 
• Monitor, track, and report on implementation progress across campuses to drive consistency and accountability.
• Surface barriers to execution and work cross-functionally to resolve them.

Team Leadership & Development

• Provide hands-on, in-the-field coaching during regular campus visits.
• Translate organizational priorities into clear, actionable expectations and success metrics for campus teams.
• Supervise, coach, and mentor campus leads/directors across multiple campuses, providing onboarding, ongoing cohort support, and the training, resources, and guidance needed 
• Support campus staff in goal-setting, performance management, and professional growth, fostering leadership development and strengthening team capacity.
• Foster a culture of accountability, innovation, wellbeing, and continuous improvement.

Campus Impact & Student Engagement

• Guide campus teams in designing and executing impactful, student-led programming in areas of advocacy, wellness, education, and leadership development.
• Encourage creativity, ownership, and diverse expressions of Jewish identity and community.
• Ensure alignment between organizational goals and campus-level engagement strategies.
• Maintain strong relationships with key student leaders to incorporate and amplify their perspective

Operations & Organizational Effectiveness

• Ensure strong operational discipline across campuses (planning, budgeting, reporting, CRM usage) to enable effective program delivery and alignment with organizational goals.
• Oversee campus-level data tracking and reporting.
• Coach campuses in building sustainable systems and workflows.
• Identify gaps and implement solutions that improve efficiency and impact.
• Standardize best practices across campuses while allowing for appropriate local nuance.

Crisis Leadership & Student Support

• Ensure staff feel supported and equipped to navigate complex situations
• Provide calm, steady leadership during moments of campus tension or crisis
• Coordinate with internal teams and campus partners to support student wellbeing and safety

Cross-Organizational Alignment

• Act as a key bridge between campus teams and central functional leaders to ensure alignment between campus execution and organizational strategy.
• Collaborate with the Chief Engagement & Innovation Officer and central team to support successful rollout of initiatives

Qualifications & Skills

• 7+ years of leadership experience in community engagement, campus work, nonprofit management, or a related field
• Deep understanding of Jewish campus life, Israel engagement, and current campus dynamics
• Demonstrated experience working with and developing emerging professionals, with the ability to coach, mentor, and support their growth
• Proven experience managing and developing remote high-performing teams
• Strong strategic thinking with the ability to execute and drive results
• Exceptional interpersonal and coaching skills
• Highly organized with strong project and time management skills
• Comfortable working in a fast-paced, evolving environment

Who You Are

• A relationship-builder who thrives on connecting with people 
• A thoughtful leader who builds trust while maintaining accountability
• Comfortable holding high standards and addressing underperformance directly
• Skilled at developing emerging leaders
• Able to build and reinforce scalable structures and processes
• Able to navigate and reinforce cross-functional priorities
• A positive, motivating presence with “roll-up-your-sleeves” energy, who brings strong “good vibes” to teams

Why Join Hillel Ontario

By joining our team, you will:

• Play a key role in shaping the future of Jewish campus life across Ontario
• Work within a collaborative, mission-driven, and innovative environment
• Support and develop talented professionals making real impact on the ground

Compensation & Benefits

• $90,000.00 - $100,000.00 Competitive salary commensurate with experience
• Comprehensive benefits package
• Generous vacation and Jewish holiday policy
• Ongoing professional development opportunities
• Relocation to Canada is supported, with visa sponsorship available for qualified candidates.
   
   

What you'll be doing:

Reporting to the CTO, you will lead at least two engineering pods, each focused on key application areas within our product. You’ll play a hands-on leadership role—guiding teams, shaping technical direction, and contributing directly to code and system design.

We believe in leading from the front. You don’t need to be the strongest engineer on the team, but you should be comfortable rolling up your sleeves regularly and setting a strong technical example.

You’ll be product- and outcome-focused, with a sharp sense of where to invest time and energy and where not to. You’ll work closely with Product Owners to deeply understand our business domains, help shape product vision, and drive meaningful results.

You’ll also help build your teams. Hiring great engineers is a critical part of this role, so experience attracting, assessing, and onboarding high-quality talent is important.

We genuinely value focus and efficiency. Meetings should be purposeful and structured. If you love excessive ceremonies, status updates, or meetings for their own sake, this role likely isn’t the right fit.

Our tech stack experience requirements are intentionally flexible. We expect strong engineers to adapt quickly. Experience with TypeScript, React, Python, Django, or .NET is a plus—but not a prerequisite.

The role’s key responsibilities are listed below:

• Own product outcome for our flagship incentive compensation management product.
• Lead a data engineering team and a web application team, each with 4-6 senior/staff engineers. Hire a third data team.
• Strong ability to understand and frame business problems, and translate them into high-impact technical solutions. Often identifying simpler or more scalable alternatives that better serve both immediate and future needs.
• Strong technical judgement to architect opinionated yet extensible enterprise software.
• Contribute hands-on to coding and system design
• Collaborate with Product Owners on feature ideation and prioritization
• Strong understanding of data modeling, data pipelines, and data processing systems (batch and/or real-time)
• Ability to make architectural tradeoffs across data storage, compute, and performance in high-scale environments
• Ensure clear communication across teams when it matters most
• Hire and grow high-performing engineers

What we're looking for:

• You’re excited to work at a startup and enjoy building processes from the ground up
• You’re a strong communicator and a creative storyteller
• You can confidently manage multiple stakeholders, both internal and external
• You ask thoughtful questions and bring genuine curiosity about people and their career paths
• You’re a culture builder and positive team influence
• You’re entrepreneurial, collaborative, and action-oriented
• You bring a high level of professionalism and respect for confidentiality
• You have meticulous attention to detail

What success looks like:

First 30 Days — Learn, Engage, and Contribute

• Build a strong understanding of Forma’s product, including the core “happy paths” across key user workflows
• Ramp on the technical stack, architecture, and development processes
• Establish trust and working relationships with your engineering teams, Product, and leadership
• Contribute hands-on to the codebase and begin participating in system design discussions
• Deliver and ship initial tasks across teams to gain familiarity with execution and deployment pipelines

Success looks like: You are actively contributing, understand how the system works at a high level, and are building credibility with the team.

60 Days — Own, Align, and Influence

• Develop a clear understanding of the broader product landscape and underlying system architecture (backend services, data pipelines, and application layers)
• Identify key technical and organizational bottlenecks impacting team velocity or product quality
• Build strong alignment with stakeholders on priorities, tradeoffs, and technical direction
• Begin participating in hiring, interviewing, and coaching to strengthen the team
• Contribute to system design and architectural decisions with increasing ownership

Success looks like: You are influencing technical direction, helping teams prioritize effectively, and contributing to team growth.

90 Days — Lead, Scale, and Deliver Impact

• Take full ownership of engineering outcomes across your teams, ensuring consistent delivery and high velocity
• Establish clear patterns for task prioritization, execution, and cross-team coordination
• Propose and drive meaningful improvements across architecture, processes, or team structure
• Lead the design and implementation of a significant system (e.g., backend service, data pipeline, or platform capability)
• Actively shape hiring strategy and build a high-performing, engaged engineering organization

Success looks like: You are operating as a trusted technical and organizational leader—driving execution, making strong decisions, and delivering scalable impact.

Additional Job Info:

• This position is for an existing vacancy

MaintainX is the world's leading AI-powered maintenance and asset management platform, serving 13,000+ customers including Duracell, Shell, Cintas, and Brenntag. We raised $150M in Series D funding led by Bessemer Venture Partners and Bain Capital Ventures, bringing our total funding to $254M. We were named to the Forbes 2025 Cloud 100, the definitive ranking of the top 100 private cloud companies in the world.

We're growing fast and building the talent leadership layer to match.

The role

We're looking for a Sr. Manager, Talent for Engineering, Product, and Design to lead the recruiting function that builds the team behind our platform. This is a manager-of-managers role — you'll lead a team of Talent Partners and Coordinators, set the EPD hiring strategy with our engineering and product leaders, and own the function's outcomes. You will not carry a personal req load. Your job is to make every recruiter on your team great, every search predictable, and every hiring manager partnership tight.

You'll report directly to the VP Talent and partner closely with our CTO and our VPs of Engineering, Product, and Design to deliver against an EPD hiring plan that includes some of our most competitive senior technical roles.

What you'll do

• Lead the EPD talent team. Manage a team of Talent Partners (manager-track and IC) and partner closely with Talent Coordinators. Hire, coach, and level up the team. Run a development cadence that turns strong ICs into senior recruiters.
• Own the EPD hiring plan. Translate EPD's hiring goals into a sourcing strategy, capacity plan, and weekly pipeline. Allocate reqs across the team based on workload and skill. Reforecast when the plan changes — and it will.
• Run the operating cadence with EPD leadership. Stand up weekly pipeline reviews with engineering, product, and design leaders. Deliver clean dashboards on funnel health, time-to-fill, and offer acceptance rate. Surface bottlenecks early and own the fix.
• Drive interview quality and bar discipline. Own the structure and consistency of multi-stage technical loops — coding (CodeSignal), system design, take-home challenges, and exec panels. Calibrate interviewers, enforce scorecard discipline, run the debrief standard. When the bar slips, you call it.
• Build pipelines for the hardest roles. Partner with your team to develop talent maps across AI/ML, platform, infrastructure, and senior engineering leadership. You don't carry reqs, but you know every active candidate at the staff and principal level — and you step in to close when leverage is needed.
• Own your numbers. This team runs on data. You'll own team-level and function-level metrics: time-to-fill, offer acceptance rate, sourcing response rates, screen-to-onsite conversion, and recruiter productivity. You'll be measured on outcomes, not activity.

What you bring

• 8+ years in technical recruiting, with at least 3 years leading a team of recruiters at a high-growth SaaS or infrastructure company.
• Demonstrated track record of building EPD pipelines that close senior and staff-level engineers in competitive markets (SF, Toronto, Montreal are our primary markets).
• Operator's instincts. You can pull your own pipeline reports, design a capacity model, and forecast hires by quarter without a separate ops partner.
• Experience scaling structured interview processes — calibrated scorecards, debrief discipline, interviewer training.
• Comfort with modern ATS platforms (Ashby strongly preferred, Greenhouse / Lever acceptable).
• A strong preference for candidates who have led teams recruiting for AI/ML, platform engineering, or developer tools.
• A point of view on how to partner with senior engineering and product leaders without being subservient to them. You can push back when the bar slips.

What's In It For You:

• Competitive salary and meaningful equity opportunities await you!
• Comprehensive healthcare, dental, and vision coverage to keep you healthy!
• 401(k) / RRSP enrolment program to secure your future!
• Enjoy a generous PTO policy — take what you need!
• A vibrant work culture where:
• You’ll collaborate with talented individuals from around the globe who embody the MaintainX values: Smart, Humble, Optimist.
• We celebrate meritocracy, where your ideas and efforts are recognized and rewarded!

About Us:

Our mission is to deliver a single platform for maintenance, repair, and operations teams to keep the physical world running smoothly. We believe that the greatest asset in any organization is its people. That’s why we’ve built an intuitive, mobile-first solution designed to enhance productivity and collaboration across teams and locations.

MaintainX is committed to fostering a diverse environment. All qualified applicants are encouraged to apply, and we will consider all applicants without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.

Job Title: Manager, Enterprise Systems 

Term: Full-time, Indefinite (40 hours/week)

Department: IT/IS

Reports to: Chief Information Officer

Location: Toronto, Ontario

Expected Salary Range: $85,000.00 – $110,000.00 annually

The Manager, Enterprise Systems plays a strategic and hands-on leadership role in overseeing the institution’s core enterprise applications, including Salesforce CRM, and related business platforms. This role is responsible for the administration, configuration, integration, and continuous improvement of enterprise systems to support academic operations, student experience, and institutional effectiveness.

Working closely with academic and administrative stakeholders, the Manager, Enterprise Systems aligns technology solutions with institutional priorities, strengthens data integration through APIs and iPaaS platforms, and drives workflow automation and digital transformation initiatives. The role leads a small team of business systems professionals, providing direction, mentorship, and fostering a collaborative, high-performance culture. Key outcomes include system optimization, strong user adoption, data quality, and scalable, sustainable digital solutions across departments.

If you are eager to take on a meaningful role in an environment that positively impacts the experiences of students, faculty, and staff, we’d love to connect with you.

Key Responsibilities:

Reporting to the Chief Information Officer, the successful candidate will be required to perform the following job duties including but not limited to:

Enterprise Systems Management

• Lead the administration, configuration, enhancement, and integration of Salesforce CRM, Rio Education SIS, and other enterprise business applications.
• Partner with academic and administrative units to understand requirements and translate business needs into effective system solutions.
• Oversee the planning, development, testing, and deployment of system enhancements and new capabilities.
• Ensure high levels of system usability, reliability, and adoption through effective change management and user enablement.

Integrations, Data, and Automation

• Design, develop, and manage system integrations using APIs, middleware, and iPaaS solutions.
• Ensure accurate, secure, and timely data flow across enterprise platforms.
• Identify and implement opportunities for business process optimization and automation in collaboration with functional teams.
• Leverage Microsoft Power Platform (Power Automate, Power Apps, Power BI) and other low-code/no-code tools to improve operational efficiency and productivity.
• Work with vendors and internal teams to implement integration and data management best practices.

IT Strategy, Planning, and Delivery

• Contribute to IT strategy, standards, policies, and best practices related to enterprise systems and applications.
• Manage application-related IT projects, ensuring delivery on time, within scope, and within budget.
• Coordinate with infrastructure, security, and service desk teams to ensure stable, secure, and well-supported systems.
• Manage relationships with external vendors and service providers to ensure quality delivery and value for money.

Security, Compliance, and Reliability

• Ensure enterprise applications comply with data protection, privacy, and security requirements.
• Coordinate application-level security controls, access management, and audit readiness.
• Support disaster recovery, backup, and business continuity planning for enterprise systems.
• Maintain clear and up-to-date documentation of systems, integrations, configurations, and operational procedures.
• Monitor system performance and lead continuous improvement, including upgrades, patching, and issue resolution.

Team Leadership

• Lead and mentor the business systems and applications team (developers, analysts, administrators), fostering accountability and collaboration.
• Support professional development, performance management, and knowledge sharing within the team.
• Promote a service-oriented, solution-focused culture aligned with institutional values.

Qualifications:

The successful candidate shall possess the following skills and qualifications:

• Bachelor’s degree in Computer Science, Information Systems, or a related discipline. 
• Minimum seven (7) years of experience in enterprise systems or application management, with at least two (2) years in a leadership or supervisory role. 
• Strong hands-on experience with Salesforce administration, development, and integrations.
• Solid knowledge of API management, iPaaS platforms, and enterprise system integrations.
• Proficiency with Microsoft Power Platform (Power Automate, Power Apps, Power BI).
• Experience with SharePoint Online, intranet platforms, and enterprise collaboration tools.
• Demonstrated project management skills, with the ability to manage multiple priorities and stakeholders.
• Strong analytical, problem-solving, and decision-making capabilities.
• Excellent communication and interpersonal skills, with the ability to work effectively across academic and administrative teams.
• Experience managing vendor relationships and application-related budgets.

Preferred Qualifications and Certifications

• Salesforce certifications (Administrator, Platform App Builder, or related).
• Microsoft Power Platform certifications.
• ITIL, PMP, Agile, or similar project/service management certification.

Application Process:

To formally express your interest in this opportunity, please submit your resume and a brief cover letter. In your cover letter, please highlight your qualifications for the role and share what inspires you about the prospect of contributing to a rapidly scaling, purpose-driven organization. This posting is for a current, existing vacancy at our organization, and the posting remains open until the position is filled. The position is subject to budgetary approval. Any questions may be sent to careers@ibu.ca. 
We look forward to reviewing your application. See our website www.ibu.ca for further information about this new and exciting opportunity.

Location: US or Canada
Type: US Applicants - Full-Time; Canadian Applicants - Independent Contractor

About Human Agency

We're scaling rapidly and have a growing pipeline of opportunities that demand exceptional talent across disciplines. Our mission is to bring on individuals, from creative producers to technical experts to entrepreneurial leaders, who can help us realize this next chapter of growth.

We are a company of doers. Leaders roll up their sleeves, teams work flat, and everyone contributes to what ships. Titles don't insulate us from feedback or basics. We invite critique, learn quickly, and keep raising the bar. The best ideas win here, no matter where they come from, because clients trust us to deliver the strongest outcomes every time.

Our clients' missions, products, and bottom lines are sacred. We immerse ourselves in their world, becoming stewards of their goals and partners in solving big problems. Every product, strategy, or asset we create must be both beautiful and functional; practical, usable, and designed for real-world impact.

Humans are our most valuable resource, and we only grow by hiring people who push us forward. Across strategy, engineering, design, data, and operations, we seek out teammates who raise the bar and make us better. Always hire up, never down.

We partner with organizations of all sizes to explore, design, and implement AI strategies that are secure, scalable, and human-centered. We believe AI should amplify human potential, not replace it and we build with that conviction in every engagement. From advisory and tooling to implementation and education, we meet clients where they are at and help them integrate AI in ways that align with their mission and values. Our goal is to empower teams to work smarter, move faster, and unlock new possibilities through thoughtful, responsible innovation.

And through it all, we lead with purpose, love, and adventure. We do meaningful work with people we care about, and we make the ride an adventure worth taking. Because at Human Agency, who we are and how we work are one and the same.

The Opportunity

We are seeking an exceptional Chief of Staff for our Managing Director of AI—someone who combines strategic vision in AI with hands-on execution and technological know-how. You'll be both a force-multiplier and a transformation architect: designing AI-enabled processes, building automated engines that run independently, leading organizational rollouts, and ensuring crisp execution across our AI solutions practice.

This role goes beyond traditional Chief of Staff responsibilities. You'll design processes that leverage AI, build repeatable systems that scale, and lead entire client transformations from discovery to sustained adoption. You have the potential to grow into leading organizational-level AI implementations as the practice expands.

Key Responsibilities

Strategic & Executive Leadership

• Partner with the Managing Director of AI and the executive team to translate priorities into sequenced plans, resourcing, and measurable outcomes
• Lead Human Agency's AI transformation methodology: define offerings, build repeatable frameworks, and establish best practices for AI-enabled workflows
• Design end-to-end processes that embed AI tools (LLMs, automation platforms, knowledge assistants) into client workflows and internal operations
• Translate complex AI capabilities into clear business cases, use cases, and implementation roadmaps for executive audiences
• Produce high-quality executive materials (briefings, roadmaps, decision memos) that drive alignment and decisions
• Identify where AI creates leverage across client engagements and surface strategic opportunities to leadership

AI Process Design & Automated Engines

• Design and build AI-powered systems that operate independently with minimal ongoing intervention—automated engines that scale beyond individual engagements
• Create repeatable processes for AI implementation: discovery frameworks, solution architectures, evaluation routines, and governance models
• Design prompts, playbooks, and knowledge bases optimized for reliability, consistency, and reusability across multiple clients
• Implement lightweight automation using no/low-code tools (Zapier, Make, Airtable) integrated with AI capabilities
• Establish monitoring and feedback loops that enable self-correcting, continuously improving systems
• Document patterns and best practices that can be deployed at scale

Client Service Delivery & Organizational Rollouts

• Own end-to-end delivery on multiple client engagements involving AI-enabled solutions (e.g., knowledge assistants, workflow automations, content summarization, research copilots), from discovery through launch and sustained adoption
• Lead company-wide and client-wide AI adoption initiatives—managing stakeholder alignment, training, governance, and measurement across entire organizations
• Run comprehensive discovery to surface use cases, success metrics, risks, change-management needs, and technical requirements; translate findings into scopes, timelines, and clear acceptance criteria
• Coordinate solution build-outs with internal teammates and external partners: data/connectivity needs, tool selection, integration planning, prompt engineering, and rollout choreography
• Design change-management approaches that address skill gaps, cultural resistance, workflow disruption, and organizational readiness
• Partner with client leadership to sequence rollout phases, manage dependencies, and demonstrate ROI

Quality, Governance & Evaluation

• Set lightweight evaluation routines: accuracy metrics, latency benchmarks, cost tracking, quality assurance processes, and continuous improvement cycles
• Establish prompt/playbook management, basic safety/guardrail checks, and UAT plans
• Build governance frameworks that enable responsible, scalable AI adoption across organizations
• Implement monitoring systems that track performance, usage, and business impact

Stakeholder Management & Enablement

• Lead standing client check-ins, executive presentations, demo readiness, decision logs, and release notes, presenting succinct options and recommendations
• Create comprehensive enablement materials: user guides, FAQs, training programs, and governance playbooks that empower client teams to operate AI systems independently
• Build lasting client relationships through proactive communication, anticipation of needs, and consistent delivery quality
• Present to executive audiences with clarity and confidence, addressing concerns about accuracy, security, and adoption

Operations & Project Management

• Design and continuously improve the operating system for AI work: intake → triage → prioritization → delivery → QA → launch → measurement
• Manage staffing assignments and subcontractor contributions across concurrent workstreams; keep tools current (Asana/Notion, Google Workspace, Slack)
• Budget & scope control: track time against SOWs, flag changes early, manage vendors, and ensure on-budget delivery with clear documentation
• Establish shared dashboards for delivery health (timeline, risk, burn, dependency status) and run tight meeting cadences

Communications & Reporting

• Prepare agendas, briefings, and executive-ready presentations; synthesize complex information into actionable insights
• Provide clear, timely reporting to the Managing Director of AI and stakeholders on progress, risks, and decisions
• Contribute to Human Agency's AI thought leadership through documentation of best practices, case studies, and insights

Who You Are

Experience & Skills

• 5-7+ years in operations, client services, product/program/project management, strategic support, consulting, or transformation roles with direct ownership of client-facing delivery
• Demonstrated success leading multi-stakeholder projects and organizational change initiatives end-to-end (scope, timelines, budgets, risk, and change management)
• Deep AI fluency: hands-on experience implementing LLM-enabled solutions, prompt engineering, workflow automation, and knowledge management systems; can shape prompts/playbooks, evaluate quality, and choose appropriate tools or vendors
• Strong understanding of AI capabilities and limitations, when to use AI, how to design for reliability, and how to manage risks responsibly
• Proven ability to design repeatable processes and systems that scale beyond individual projects
• Experience with no/low-code automation platforms (e.g., Zapier/n8n), knowledge bases, and modern AI tooling
• High proficiency with Google Workspace, Asana/Notion, Slack, and comfort with modern web and content tools; experience preparing polished executive documents and presentations
• Exceptional ability to translate complex technical concepts into clear business value for non-technical audiences
• Bonus: Experience leading organizational-level technology rollouts, background in management consulting, familiarity with responsible AI considerations (privacy, data handling, consent, bias mitigation), or experience in AI/ML product development

Mindset & Traits

• Builder and operator: You design systems that work without constant oversight, not just execute tasks
• Strategic and tactical: Comfortable setting vision while rolling up sleeves for hands-on implementation
• AI pragmatist: Excited about possibilities but grounded in what actually delivers measurable value
• Mission-driven; systems thinker with bias for action
• Clear, persuasive communicator who can influence executive stakeholders and earn trust through delivery
• Calm under pressure with excellent judgment about when to escalate vs. solve independently
• Able to hold strategic context while driving tactical execution across multiple concurrent engagements
• Intellectually curious with strong learning agility, you stay current on AI capabilities and translate findings into practical applications
• Comfortable operating in ambiguity and creating structure where none exists

Considerations

• Education: Bachelor's degree or equivalent experience; an advanced degree in business, technology, or a related field is a plus
• Ethics: Commitment to ethical practices and responsible AI (transparency, human oversight, privacy, bias mitigation)
• Travel: Regular (20–40%) for client activities, organizational rollouts, and events
• Location: Remote-friendly with preference for candidates in major tech hubs

Compensation

This role offers a competitive base salary with performance-based bonuses and potential equity participation. Final compensation will vary based on experience, performance, and location.

Why Join Human Agency

Join a team of thinkers and builders creating meaningful impact across sectors—with autonomy to lead, the resources to succeed, and room to grow. This role offers the opportunity to shape how organizations integrate AI at scale, with clear pathways to increased leadership responsibility as our practice expands.

Equal Opportunity Commitment

Human Agency is an Equal Opportunity Employer. We value diverse backgrounds and strive to build an inclusive culture where everyone feels welcomed and empowered.

Location: Remote (U.S. or Canada)

Type: US Applicants – Full-Time; Canadian Applicants – Independent Contractor

About Human Agency

We're scaling rapidly and have a growing pipeline of opportunities that demand exceptional talent across disciplines. Our mission is to bring on individuals, from creative producers to technical experts to entrepreneurial leaders, who can help us realize this next chapter of growth.

We are a company of doers. Leaders roll up their sleeves, teams work flat, and everyone contributes to what ships. Titles don't insulate us from feedback or basics. We invite critique, learn quickly, and keep raising the bar. The best ideas win here, no matter where they come from, because clients trust us to deliver the strongest outcomes every time.

Our clients' missions, products, and bottom lines are sacred. We immerse ourselves in their world, becoming stewards of their goals and partners in solving big problems. Every product, strategy, or asset we create must be both beautiful and functional; practical, usable, and designed for real-world impact.

Humans are our most valuable resource, and we only grow by hiring people who push us forward. Across strategy, engineering, design, data, and operations, we seek out teammates who raise the bar and make us better. Always hire up, never down.

We partner with organizations of all sizes to explore, design, and implement AI strategies that are secure, scalable, and human-centered. We believe AI should amplify human potential, not replace it, and we build with that conviction in every engagement. From advisory and tooling to implementation and education, we meet clients where they are and help them integrate AI in ways that align with their mission and values. Our goal is to empower teams to work smarter, move faster, and unlock new possibilities through thoughtful, responsible innovation.

And through it all, we lead with purpose, love, and adventure. We do meaningful work with people we care about, and we make the ride an adventure worth taking. Because at Human Agency, who we are and how we work are one and the same.

The Opportunity

Human Agency is an AI-native consultancy that builds, ships, and operates alongside our clients. We don’t advise from the sideline — we embed inside enterprise organizations and deploy production AI systems that do real work.

Our current anchor engagement is inside one of the largest privately held construction enterprises in the United States — LLM orchestration, document intelligence, workflow automation, enterprise integration. Not strategy decks. Not innovation labs. Systems that run.

We need a Managing Director of Technology to own the technical side of the house as we scale Human Agency. That means leading client delivery, making architecture calls, building the engineering team, and being the technical voice in rooms with C-suite executives. You’ll work closely on strategy with both the Founder and the Managing Director of AI — but the technical execution, the team, and the platform are yours.

This role requires someone who can move between writing production code and presenting to a client’s CEO in the same week. If that sounds like whiplash, this isn’t the right fit. If that sounds like Tuesday, keep reading.

What You’ll Do

Lead technical delivery for enterprise clients. You’re the most senior technical person in the room on our biggest engagements. You decide what’s feasible, design the architecture, and make sure it ships. When a client executive asks “can we do this?” — you’re the one who answers.

Build how we deliver, not just what we deliver. One client engagement works because of talented people and brute effort. Ten engagements work because of systems. You design the repeatable model — how we scope, staff, build, and deploy — so the team can run engagements without you in every meeting. That means building discovery frameworks, reference architectures, deployment templates, and evaluation routines that actually get used.

Hire and develop the engineering team. You set the bar, own the pipeline, and make the calls on who joins. We need people who can build with high autonomy in ambiguous environments, and you know how to find them. You also know how to make good engineers better through architecture guidance, code review, and honest feedback.

Own platform and infrastructure decisions. Build vs. buy, tooling, deployment, security — you make the calls. A Principal Engineer handles day-to-day infrastructure execution; you set priorities and architectural direction.

Shape our AI strategy through the lens of what actually ships. You have real opinions on LLM orchestration, RAG, agents, evaluation, and fine-tuning — formed by building things, not reading about them. You decide which technical bets we make and which we skip, based on what creates value for clients, not what looks good on a slide.

What We’re Looking For

• You’ve built and shipped AI/ML systems in production. Not prototypes. Not demos. Things that run and that people depend on.
• You’ve hired and led a technical team — at least 5 people, ideally more. You’ve seen what breaks when a team grows and you’ve fixed it.
• You can explain a technical trade-off to a non-technical executive in a way that helps them make a decision. You’ve done this in high-stakes settings.
• You have strong opinions on AI architecture grounded in hands-on experience — and you change those opinions when the evidence says to.
• You’re comfortable in the weeds. When something is broken or a team is stuck, you get in and help, not schedule a meeting about it.
• You know your way around cloud infrastructure and engineering practices well enough to make platform calls with confidence.

Bonus points for: you’ve scaled a startup or early-stage company before — built the team, built the systems, lived through the growing pains; experience in a services or consultancy model (SOWs, staffing, client delivery); a network of engineers you’ve worked with and would hire again.

You Should Apply If

• You’d rather build AI systems than talk about AI strategy
• You want to own a technical organization, not manage a lane inside someone else’s
• You’re comfortable making big decisions with imperfect information — and owning the outcome
• You want to work somewhere with real revenue, real clients, and real problems to solve
• You’re energized by building a company — not just writing code, but shaping how the whole thing works

You Should Not Apply If

• You want a CTO-like title with a strategy focus and minimal hands-on building
• You’re uncomfortable getting into production-level detail when the situation calls for it
• You expect an established engineering org with playbooks, processes, and a support structure already in place
• You’d rather delegate technical depth than engage directly
• Your experience is solely in product companies and you’re not interested in building for clients

Considerations

Education: Bachelor’s degree or equivalent experience; advanced degrees are a plus but not required

Ethics: Commitment to responsible AI practices — transparency, human oversight, privacy

Travel: Periodic (10–20%) for client work, team offsites, and events

Location: Remote-friendly; U.S. or Canada, with preference for EST timezone alignment

Why Join Human Agency

We’re profitable, growing, and building AI systems that run in production for billion-dollar companies. The team is small, the clients are real, and the work matters.

The work is real and the opportunity is massive. We’re building a company — the systems, the team, the delivery model, the culture — and we need someone to own the technical side of that build.

If you’re the kind of person who’d rather build the engine than describe the engine, we want to talk.

Equal Opportunity Commitment

Human Agency is an Equal Opportunity Employer. We value diverse perspectives and are committed to building inclusive, high-performing teams where everyone can do their best work.

Who We Are
At Momentum Financial Services Group, we help people move forward by reimagining how money works for those who need it most. With more than 40 years of experience, we’re the team behind Money Mart—Canada’s largest non-bank branch network—and a leader in financial solutions for underserved communities.

From short-term loans to money transfers and prepaid cards, we power the products, technology, and operations that connect millions of customers each year to the money they need, when they need it.

At MFSG, we work together across teams and functions to create something bigger than ourselves: solutions that remove barriers and give people access to money they might not get anywhere else. Whether you’re solving problems, building systems, or shaping strategy, your work fuels real support for real people.

We’ve Got You Covered

• Compensation Philosophy – Competitive pay aligned with experience and market standards
• Discretionary Annual Bonus – Rewarding both individual and company performance
• Comprehensive Benefits – Health and dental coverage with premiums fully paid, plus access to an Employee Assistance Program
• Retirement Plans – Helping you plan and save for the future
• Hybrid Work Environment – Flexibility to balance remote and in-office collaboration; enjoy our corporate HQ spaces designed for teamwork and creativity
• Perks and Rewards – Tuition reimbursement, professional development support, discounts through Perkopolis, and recognition programs that celebrate your impact

The Job: Strategy Manager

The Strategy Manager is a high-impact role within the Office of the CEO, focused on enterprise strategic planning, executive communications, and governance support. Working closely with the Chief of Staff and senior leadership, this role helps translate enterprise priorities into clear narratives, structured materials, and coordinated execution rhythms. It sits at the center of how strategy is communicated, aligned, and operationalized across the organization. 

How You’ll Make an Impact:

Executive Communications 

• Develop CEO- and C-level-ready materials for town halls, board updates, leadership meetings, and offsites 
• Translate complex strategic topics into clear, structured narratives 
• Draft briefing notes, pre-reads, and executive summaries 
• Ensure consistency of messaging across leadership forums 

Strategic Planning & Enterprise Governance 

• Support annual and quarterly strategic planning processes 
• Build and maintain enterprise priority trackers 
• Prepare structured materials to facilitate executive discussions 
• Support preparation for key governance forums and executive committees 
• Assist with enterprise surveys, audits, and structured cross-functional initiatives 
• Maintain discipline in planning timelines and cross-functional commitments

What You Bring:

• 2–5+ years of experience in management consulting, corporate strategy, or a high-performance environment 
• Strong written and verbal communication skills 
• Demonstrated ability to structure ambiguous problems and synthesize insights quickly 
• Experience preparing materials for senior executives or board-level audiences 
• Highly organized with strong attention to detail 
• Comfortable managing multiple priorities under tight timelines 

Ready to apply your Strategy expertise to make a real impact? Join us and help shape the future of MFSG. Apply today and let’s build the future of MFSG, together.

Committed to Equal Opportunity: 
 
MFSG is committed to accommodating applicants up to the point of undue hardship during the recruitment, assessment and selection process. If you are selected for an interview, please notify MFSG if you require accommodation in respect of the materials or procedures used at any time during this process. If you require accommodation, MFSG will work with you to determine how to meet your needs. 

Please note: The salary range, inclusive of bonus, for this position is between C$ 95,000 to C$ 125,000. 

Who We Are
At Momentum Financial Services Group, we help people move forward by reimagining how money works for those who need it most. With more than 40 years of experience, we’re the team behind Money Mart—Canada’s largest non-bank branch network—and a leader in financial solutions for underserved communities.

From short-term loans to money transfers and prepaid cards, we power the products, technology, and operations that connect millions of customers each year to the money they need, when they need it.

At MFSG, we work together across teams and functions to create something bigger than ourselves: solutions that remove barriers and give people access to money they might not get anywhere else. Whether you’re solving problems, building systems, or shaping strategy, your work fuels real support for real people.

We’ve Got You Covered

• Compensation Philosophy – Competitive pay aligned with experience and market standards
• Discretionary Annual Bonus – Rewarding both individual and company performance
• Comprehensive Benefits – Health and dental coverage with premiums fully paid, plus access to an Employee Assistance Program
• Retirement Plans – Helping you plan and save for the future
• Hybrid Work Environment – Flexibility to balance remote and in-office collaboration; enjoy our corporate HQ spaces designed for teamwork and creativity
• Perks and Rewards – Tuition reimbursement, professional development support, discounts through Perkopolis, and recognition programs that celebrate your impact

The Job: Director, Strategy & Innovation

Working closely with the Chief of Staff, CEO, and C-level team, this role is responsible for identifying, assessing, and framing potential new products, markets, partnerships, and business models. The objective is to bring analytical rigor and strategic clarity to early-stage ideas before meaningful enterprise resources are committed. 

How You’ll Make an Impact:

Strategic Opportunity Framing 

• Identify and shape new growth hypotheses aligned with enterprise strategy 
• Translate broad ideas into clearly defined problem statements and evaluation plans 
• Maintain visibility on opportunities under consideration 

Market & Competitive Analysis 

• Conduct market sizing, customer research, and competitive landscape reviews 
• Assess structural attractiveness and differentiation potential 
• Synthesize findings into concise, decision-oriented insights 

Business Case Development 

• Build high-level financial models including revenue potential, unit economics, and cost dynamics 
• Identify key assumptions, risks, and value drivers 
• Assess risk-adjusted return profiles and sequencing considerations 

Feasibility & Risk Assessment 

• Engage with Risk, Legal, Finance, Retail, and Technology stakeholders to understand constraints and enablers 
• Surface regulatory and operational considerations early 
• Clearly articulate trade-offs and dependencies 

Executive Communication 

• Prepare structured materials for CEO and CLT discussions 
• Present recommendations with clarity and balanced judgement 
• Support prioritization and investment discussions as needed 

What You Bring:

• 5–8+ years in management consulting, corporate strategy, fintech, or a similarly analytical environment 
• Strong problem structuring capability and comfort with ambiguity 
• Advanced analytical and financial modelling skills 
• Experience engaging senior executives with concise, well-reasoned recommendations 
• High degree of independence and ownership 

Ready to apply your Strategy expertise to make a real impact? Join us and help shape the future of MFSG. Apply today and let’s build the future of MFSG, together.

Committed to Equal Opportunity: 
 
MFSG is committed to accommodating applicants up to the point of undue hardship during the recruitment, assessment and selection process. If you are selected for an interview, please notify MFSG if you require accommodation in respect of the materials or procedures used at any time during this process. If you require accommodation, MFSG will work with you to determine how to meet your needs. 

Please note: The salary range, inclusive of bonus, for this position is between C$ 135,000 to C$ 185,000. 

Location: US or Canada
Type: US Applicants - Full-Time; Canadian Applicants - Independent Contractor

About Human Agency

We’re scaling rapidly and have a growing pipeline of opportunities that demand exceptional talent across disciplines. Our mission is to bring on individuals, from creative producers to technical experts to entrepreneurial leaders, who can help us realize this next chapter of growth.

We are a company of doers. Leaders roll up their sleeves, teams work flat, and everyone contributes to what ships. Titles don’t insulate us from feedback or basics. We invite critique, learn quickly, and keep raising the bar. The best ideas win here, no matter where they come from, because clients trust us to deliver the strongest outcomes every time.

Our clients’ missions, products, and bottom lines are sacred. We immerse ourselves in their world, becoming stewards of their goals and partners in solving big problems. Every product, strategy, or asset we create must be both beautiful and functional; practical, usable, and designed for real-world impact.

Humans are our most valuable resource, and we only grow by hiring people who push us forward. Across strategy, engineering, design, data, and operations, we seek out teammates who raise the bar and make us better. Always hire up, never down.

We partner with organizations of all sizes to explore, design, and implement AI strategies that are secure, scalable, and human-centered. We believe AI should amplify human potential, not replace it and we build with that conviction in every engagement. From advisory and tooling to implementation and education, we meet clients where they are at and help them integrate AI in ways that align with their mission and values. Our goal is to empower teams to work smarter, move faster, and unlock new possibilities through thoughtful, responsible innovation.

And through it all, we lead with purpose, love, and adventure. We do meaningful work with people we care about, and we make the ride an adventure worth taking. Because at Human Agency, who we are and how we work are one and the same.

The Opportunity

This is not a traditional chief of staff role. At Human Agency, the chief of staff is the prototype for every person we hire. You're someone who wants to be running a company — a dynamic C-suite leader — but you're choosing to ride shotgun alongside an executive because you know it's the fastest path to getting there. What makes us different is that we actually give you that shot. Today. Not in three years.

You are floor to ceiling. You will take out the trash, sweep the floors, and then walk into the board meeting and run it. Nothing is beneath you. There is no ceiling above you. You are a garbage disposal for problems — every food scrap, every random piece of metal gets thrown your way, and you figure out how to handle it without breaking.

What You'll Do

Rather than being hired for a predetermined set of tasks, you will be brought on to solve complex, evolving challenges. Success in this role requires self-direction, proactive value creation, and the ability to thrive without constant oversight. Over the coming year, your responsibilities will be tailored to both organizational needs and your individual strengths, potentially including:

• Leading AI transformation projects with clients
• Leading fundraising efforts for funds or clients
• Managing investment funds
• Managing CEOs at client organizations
• Driving sales initiatives at Human Agency
• Partnering closely with recruiting to help grow our team
• Serving as CEO of a venture studio company
• Managing client project delivery
• Driving value through data and analytics for clients
• Leading go-to-market initiatives for clients
• Own and solve ambiguous, high-stakes problems that don't fit neatly into any department
• Manage yourself entirely — no hand-holding, no coaching, no check-ins about how your day is going
• Move between strategic work (board prep, investor materials, business development) and ground-level execution (scheduling, research, client fires) without blinking
• Deploy AI tools daily to amplify your output — you are not doing the work of one person, you are doing the work of five
• Identify opportunities, inefficiencies, and threats before anyone asks you to

What We're Looking For

• A fundamentally good human. Table stakes.
• Mission-driven operator with deep commitment to Human Agency's values and vision
• No ego. No job description. You do whatever the job requires.
• Self-managing problem solver — the last thing a CEO or Founder wants is someone they have to manage
• AI-first mindset — you use AI as a force multiplier across everything you touch
  • Builder mentality — you've shipped something. Attach proof of something you've built with AI to either your application or cover letter.
• Generalist with range — you don't need to be an expert in any one thing, but you need to be dangerous across many things

Experience & Skills

• 5-7+ years in high-performing environments such as management consulting, venture capital/private equity, business development, or startup leadership positions
• Demonstrated success in taking ambiguous, complex initiatives and driving them to completion, you're the person who makes hard things happen
• Outstanding written and verbal communication; you can synthesize complex information into clear, actionable briefs for different audiences
• Bonus: Experience in high-growth startups, venture studios, or AI/tech companies

Considerations

• Education: Bachelor's degree or equivalent experience; top-tier programs and/or an advanced degree in a relevant field is a plus
• Ethics: Commitment to ethical practices and responsible business operations
• Travel: Occasional (10–25%) for company offsites, key events, and leadership meetings
• Location: Remote-friendly with preference for candidates in major tech hubs and strong preference for overlap with EST business hours

Equal Opportunity Commitment

Human Agency is an Equal Opportunity Employer. We value diverse backgrounds and strive to build an inclusive culture where everyone feels welcomed and empowered.

The Team You’ll Work With

You’ll enter our engineering interview process as part of a pooled hiring model. We believe in hiring for Carta first, focusing on your core strengths and technical craft rather than a specific team’s immediate gap. 

Staff Engineers at Carta are technical anchors for our business. You don’t just own features, you take long-term accountability for the technical health and strategic direction of different domains. As you move through our process, we’ll transition from the general pool to a team-matching phase. Our goal is to match your unique technical strengths, and personal career interests with our most impactful, strategic challenges. 

Strategic areas you may influence include:

• Platform Data Ecosystem: Shaping how data flows across our entire suite of products to ensure a "single source of truth" for private market data.
• Financial Systems Architecture: Designing resilient, scalable solutions for management fee accounting and multi-currency transactions.
• Engineering Excellence: Defining company-wide standards that reduce operational load and improve developer velocity across dozens of teams.

The Problems You’ll Solve

As a Staff Engineer, you are responsible for the long-term technical health and success of your business unit. You’ll work to:

• Navigate Ambiguity: Tackle the most complex and poorly defined problems at Carta, breaking them down into navigable paths for the rest of the organization.
• Champion Systemic Improvement: Identify and eliminate failure patterns across multiple systems, driving architectural changes that improve scalability and reliability.
• Bridge Technical Gaps: Use your deep understanding of cross-functional domains to align multiple teams on major technical decisions.
• Define the AI Frontier: Lead the charge in transforming how we build by defining the context and building the rails that allow every person at Carta to leverage AI tools safely and effectively. You’ll help move the organization toward a future where AI amplifies our collective engineering impact.
• Uphold Engineering Standards: Set the vision for operational excellence and mentor senior engineers to raise the collective craft of the organization.

About You

• The Tech Stack: You are an expert in building distributed systems. While our primary stack is Python/Django, React, and Postgres, you should be comfortable guiding technical direction across JVM languages, gRPC, and cloud-native infrastructure (AWS). 
• Leadership: You lead through influence rather than authority, acting as a role model for constructive communication and technical discipline.
• Vision: You don't just solve the problem in front of you; you anticipate future roadblocks and build systems that support long-term business growth.
• Experience: We recommend 10+ years of professional software engineering experience with a track record of high-level technical leadership.

Salary

Carta’s compensation package includes a market competitive salary, equity for all full time roles, exceptional benefits, and, for applicable roles, commissions plans. Our expected cash compensation (salary + commission if applicable) range for this role is: 

•  $205,600 - $257,000 CAD in Toronto, Ontario, Canada

We are hiring for multiple levels and locations, so final offers may vary from the amounts listed based on geography, experience and expertise, and other factors.