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

Title: Co-op, Internal AI Operations - Summary 2026

Location: Remote

Term: 4 months

Start Date: May 4th, 2026

We're looking for a curious, hands-on Co-op / Intern to help develop and operationalize AI workflows and automations that change how our teams work every day. Reporting to the Chief of Staff, Office of the CEO, you will serve as our internal AI change agent and partner with AI Champions across the organization to identify and help build AI-powered solutions that drive measurable efficiency gains and unlock capacity across the business. This is a role for someone with a strong interest in technology who’s excited to get hands-on with AI and ready to experiment, learn through failure, and adapt quickly along the way.

WHAT YOU'LL DO:

• Partner with AI Champions across the organization to identify workflows that we can automate or accelerate using AI at a global SaaS company
• Assist in building and prototyping AI-powered automations and workflows using tools like Gemini, the Anthropic API, Zapier, or similar platforms
• Test, iterate, and improve based on real feedback from the teams you are working with
• Track, document, and report on results to measure real impact across the organization
• Gain direct exposure to executive-level decision making by working closely with the Chief of Staff and leadership team to report on program progress

WHAT YOU’LL NEED:

• Interest in Building with AI: Some understanding on how to create AI agents is an asset. Personal projects, hackathons, and self-directed experiments count just as much as coursework
• Technical Skills: Knowledge or interest in working with APIs, AI tooling, and automation platforms such as Anthropic AI, Gemini, or Zapier. Basic programming/scripting skills are an asset (i.e. Python, JavaScript).
• Creativity and Innovation: You seek new and better ways of doing things, test ideas quickly, learn from what breaks, and implement improvements quickly
• Operations Skills: You're drawn to how things work and how to make them work better. You spot inefficiencies, think in systems, and find satisfaction in building something that runs smoothly
• Collaboration and Teamwork: Works with others to deliver results, meaningfully contributing to the team and prioritizing group needs over individual needs
• Open Communication: Clearly conveys thoughts both written and verbal, listening attentively and asking questions for clarification and understanding
• Nice to have: Educational background in Engineering/Computer Science discipline or equivalent experience.

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. 

[**Optional] Read more about our people, process, and technology on our Code blog http://code.hootsuite.com

See what our university co-ops do and say about working at Hootsuite http://code.hootsuite.com/co-ops/

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

Step Up:  Dare to go beyond the expected to achieve greatness. #StepUp

One Team: Make Hootsuite a place we soar together by respecting each other's individuality, building trust, and showing up for the team. #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-AD #LI-Remote

We are seeking a strategic operator to serve as the force multiplier for our CTO and Engineering Leadership Team. Our 800-person SaaS organization has reached a pivotal scale, product-market fit is strong, velocity is high, and our next stage of growth depends on maturing our internal engine. This role sits at the intersection of strategy, data, delivery, and culture, ensuring that Engineering operates with clarity, efficiency, and alignment.

The Director of Engineering Operations will architect the operational rhythm of the Engineering organization, elevate decision quality through data, drive cross-functional initiatives, and build the systems that enable predictable, high-quality delivery at scale. This is a highly visible, career-accelerating role for a leader who thrives at the point where people, process, and technology meet.

Key Responsibilities

Operational Mechanics & Rhythm of Business (RoB)

· Architect and own the Engineering operating cadence, including QBRs, Monthly Business Reviews, strategic planning sessions, and org-wide communications.

· Drive fiscal and resource governance, partnering with Finance and HR on budgeting, headcount planning, workforce strategy, and cloud cost optimization (FinOps).

· Act as the communication conduit for the CTO—drafting strategic memos, board-facing narratives, and alignment messages for 400+ engineers.

Engineering Intelligence, Metrics & Insights

· Define Engineering “success” metrics, moving beyond vanity KPIs to track velocity, quality, efficiency, and people health (e.g, capital allocation, retention, eNPS).

· Own the Engineering Performance Dashboard, synthesizing complex data sets into clear, actionable insights for senior leadership.

· Lead data-driven interventions, proactively identifying bottlenecks, risks, or delivery challenges and recommending solutions.

Delivery Assurance & Portfolio Management

· Maintain a portfolio-level view of all major engineering initiatives, serving as the CTO’s early warning system for slippage, dependency risks, and scope creep.

· Standardize delivery frameworks—create lightweight yet high-compliance definitions of "Ready" and "Done" to drive consistent execution across teams.

· Oversee major cross-functional programs, ensuring alignment on scope, priorities, and timelines.

Tools, Systems & Workflow Optimization

· Optimize engineering tooling, workflows, and automation, driving adoption of systems (Jira, Confluence, GitHub, CI/CD) that increase velocity and output quality.

· Partner with Engineering and Product to evaluate and implement AI-driven tools and practices that improve productivity, automation, and decision-making.

· Establish training, communication, and safe-use guidelines for responsible and effective AI integration.

Horizontal Initiatives & Cross-Functional Leadership

· Serve as the cross-functional glue between Engineering, Product, Design, QA, Customer Success, and other partners.

· Lead complex, horizontal initiatives such as GRC framework implementations, cloud migrations, or GenAI adoption programs.

· Act as a change agent, driving organizational adoption of new processes, structures, and operating models.

Engineering Business Operations

· Manage operational budgets, vendor relationships, and resource planning.

· Partner with Finance, Talent Acquisition, and HR on hiring priorities, onboarding, and retention efforts.

· Prepare operational dashboards and reporting for executive leadership and the Board.

Leadership & Culture

· Mentor and develop Engineering Operations and Program Management staff.

· Foster a culture of accountability, continuous improvement, operational rigor, and data-driven decision making.

· Strengthen clarity, communication, and alignment across the Engineering org.

· Demonstrate diplomatic authority, the ability to influence without formal power, hold senior leaders (including VPs of Engineering) accountable to commitments, and preserve strong, trust-based    relationship.

Required Experience/Skills

· 8–10+ years in Engineering Operations, Technical Program Management, Strategy/Business Operations, or Software Engineering leadership within a high-growth SaaS environment.

· Strong understanding of SDLC, agile methodologies, CI/CD, DevOps, and microservices architecture.

· Advanced analytical skills with expertise in Excel, Looker, Tableau, or similar tools—able to convert data into executive-ready narratives.

· Demonstrated experience driving AI-related innovation across engineering teams, including evaluating AI opportunities, implementing tools, and influencing change at scale.

· Exceptional communication and stakeholder management skills; ability to influence without authority and build trust across all levels.

· Demonstrated success improving engineering processes, delivery predictability, and cross-functional alignment at scale.

· Experience defining operational frameworks, delivery standards, and KPI systems within a Global Organization.

· Preferred: experience with OKR frameworks, people leadership, or certifications (PMP, Agile, Lean).

This is a rare opportunity to operate at the right hand of the CTO and influence how a large-scale technology organization is steered. You'll gain exposure to executive decision-making, board-level communication, and enterprise-wide strategic architecture.

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.

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.