About the role

As our sales organization continues to grow and expand, we are looking to bring on another SDR to join our high performing team! This role will be focused on building pipelines for the sales team to help with Flex’s goal to partner with Property Management Companies. One will build pipelines through effectiveness with inbound leads, but predominantly through calling and emailing potential prospects to highlight the values of a Flex partnership.

This is a hybrid position with on-site expectations of 3 days per week in our New York, Bay Area or Salt Lake City headquarters. For candidates outside of these locations, you may be eligible for our relocation assistance program.

What you’ll do

• New client acquisition - drive revenue and market share within rental real estate market
• Build and manage a robust pipeline in CRM
• Creatively tailor your prospecting approach with different personas in each business
• Establish relationships with senior executives and decision-makers through outbound efforts
• Follow up quickly and efficiently with any inbound lead that is received
• Educate prospective customers on the value of Flex
• Handle ad-hoc projects/initiatives for the sales organization
• Collaborate and work with different members of the Accounts team to build strategic adoption plans for new customers

Key qualifications

• 2+ years of professional experience
• Consistent track record of quota attainment
• Develops relationships with middle management and ownership quickly and effectively
• Excellent written and verbal communication skills
• Ability to be flexible and adaptive
• Skilled at phone, email, and social media prospecting
• Able to work both independently and collaboratively
• Someone who is a self-starter, hungry for success

Flex takes a market-based approach to pay, and compensation may vary depending on your primary work location. Work locations are categorized into one of three tiers based on a cost of labor index for that geographic area. The successful candidate’s starting pay will be commensurate with their experience, qualifications, and Flex’s internal leveling guidelines and benchmarks. 

• SLC: $65,000—$72,250 USD OTE

About the role

As our sales organization continues to grow and expand, we are looking to bring on another SDR to join our high performing team! This role will be focused on building pipelines for the sales team to help with Flex’s goal to partner with Property Management Companies. One will build pipelines through effectiveness with inbound leads, but predominantly through calling and emailing potential prospects to highlight the values of a Flex partnership.

This is a hybrid position with on-site expectations of 3 days per week in our New York, Bay Area or Salt Lake City headquarters. For candidates outside of these locations, you may be eligible for our relocation assistance program.

What you’ll do

• New client acquisition - drive revenue and market share within rental real estate market
• Build and manage a robust pipeline in CRM
• Creatively tailor your prospecting approach with different personas in each business
• Establish relationships with senior executives and decision-makers through outbound efforts
• Follow up quickly and efficiently with any inbound lead that is received
• Educate prospective customers on the value of Flex
• Handle ad-hoc projects/initiatives for the sales organization
• Collaborate and work with different members of the Accounts team to build strategic adoption plans for new customers

Key qualifications

• 2+ years of professional experience
• Consistent track record of quota attainment
• Develops relationships with middle management and ownership quickly and effectively
• Excellent written and verbal communication skills
• Ability to be flexible and adaptive
• Skilled at phone, email, and social media prospecting
• Able to work both independently and collaboratively
• Someone who is a self-starter, hungry for success

Flex takes a market-based approach to pay, and compensation may vary depending on your primary work location. Work locations are categorized into one of three tiers based on a cost of labor index for that geographic area. The successful candidate’s starting pay will be commensurate with their experience, qualifications, and Flex’s internal leveling guidelines and benchmarks. 

•  NYC/SF/Seattle: $70,000—$85,000 USD OTE
• SLC: $65,000—$72,250 USD OTE

About the role

Flex is on a mission to revolutionize the way bills are paid and we are looking for an exceptional sales rockstar to join our team as we rapidly expand into new markets. The successful candidate will be a team player, have an entrepreneurial mindset, see ambiguity as an opportunity and possess relentless grit, humility and curiosity. This role is based out of one of our hubs in NYC, SF, or SLC working hybrid 2-3x a week. If you are an established sales professional, ready to be a part of building a once in a generation company, let's chat! 

What you’ll do 

• New client acquisition - drive revenue and market share within rental real estate market
• Build and manage a robust pipeline in CRM 
• Establish relationships with senior executives and decision-makers through outbound efforts 
• Own the full sales cycle from lead to close 
• Educate prospective customers on the value of Flex 
• Navigate key decision makers to build awareness within organizations 
• Initiate, negotiate and close new and expansion contracts with customers 
• Collaborate and work with different members of the Accounts team to build strategic adoption plans for new customers 

Key qualifications 

• 3+ years of sales experience 
• Consistent track record of quota attainment 
• Develops relationships with middle management and ownership quickly and effectively
• Excellent written and verbal communication skills 
• Ability to be flexible and adaptive 
• Skilled at phone, email, and social media prospecting 

Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and our internal leveling guidelines.

For candidates located in our Tier 1 markets (NYC/SF/Seattle), the OTE (On Target Earnings) pay range for this role is $124,000 - $155,000 USD. For all other U.S. locations, Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the Tier 1 states listed above, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location.

About the Role

Flex is on a mission to give consumers control over their most significant recurring expenses — and auto insurance premiums sit squarely in that category. For most drivers, auto insurance is a non-negotiable monthly commitment, yet the payment experience has remained rigid and unforgiving. Flex changes that. As Director or Senior Director, New Vertical Sales (Auto Insurance), you will own Flex’s go-to-market strategy and commercial execution for the auto insurance vertical, building the enterprise partnerships that establish Flex as the embedded payment flexibility layer for carriers, agencies, and their policyholders.

Reporting to the VP of Strategic Partnerships (New Verticals), you will define the approach, build the pipeline, and close the deals that put this vertical on the map for Flex. This is a true zero-to-one charter — you will identify the right partners across personal lines carriers, independent agencies, and auto insurtechs, develop those relationships at the executive level, and drive deals from initial conversation through signed agreement and go-live. You will work hand-in-hand with Product, Engineering, Marketing, and Finance to shape Flex’s offering for the insurance market and ensure every partnership delivers real, measurable value.

This is a remote role is for an individual contributor who thrives in ambiguity, sets the agenda rather than waiting for one, and has the market credibility and executive presence to open doors and close deals in the auto insurance space. Success looks like a scaled, repeatable partner acquisition motion, a growing book of live carrier and agency partnerships, and a clear point of view on where Flex should go next in insurance.

What You'll Do

• Build Flex’s go-to-market strategy for the auto insurance vertical — identifying the highest-value partner segments across personal lines carriers, independent agencies, and insurtechs, and building the pipeline to pursue them
• Lead enterprise sales development end-to-end, from prospecting and executive relationship-building through term sheet negotiation, contract execution, and go-live
• Serve as a credible, trusted advisor to C-level and senior decision-makers at target organizations, deeply understanding their strategic priorities and articulating exactly how Flex creates value for their policyholders and their business
• Close deals by owning complex, multi-stakeholder deal negotiations — structuring partnership economics that work for both parties while navigating legal, compliance, and procurement processes with urgency
• Shepherd each partnership from signed agreement through technical deployment and go-live, working closely with Product and Engineering to ensure strong execution and early performance metrics
• Translate partner feedback and competitive dynamics in the auto insurance market into actionable input for Product, Marketing, and Pricing — continuously sharpening Flex’s positioning and offering
• Build the auto insurance sales playbook — documenting learnings, establishing scalable processes, and developing the repeatable partner acquisition motion that enables efficient growth beyond initial market entry
• Leverage AI-assisted sales tools to drive pipeline efficiency, inform competitive strategy, and accelerate deal progression at scale

Key Qualifications

• 10+ years of experience in enterprise sales, business development, or strategic partnerships, with meaningful experience selling into or partnering with auto insurance carriers and independent agencies
• Deep knowledge of the auto insurance market — you understand how personal lines carriers and agencies operate, how premium payment and installment programs are structured, and where embedded payment flexibility creates value for policyholders and partners alike
• A track record of closing complex, first-of-kind enterprise deals in new markets, ideally involving embedded financial products, premium financing, or consumer payment programs in high-ACV, multi-stakeholder environments
• Executive presence and influence — you have operated confidently at the C-suite level, building trust with senior decision-makers at carriers and agencies and navigating complex organizations to drive deals to close
• Strong financial and legal acumen — you can build and defend deal models, structure partnership economics, and negotiate agreements with commercial rigor and an understanding of insurance regulatory considerations
• High agency and comfort with ambiguity — you define your own approach in undefined spaces, bring clarity and momentum to evolving situations, and set the agenda rather than waiting for direction
• Proven cross-functional leadership — you have aligned Product, Engineering, and Marketing around partner priorities and used those relationships to accelerate deal outcomes and improve the product
• Fluency with AI-assisted sales tools as a core part of your workflow — you use them to sharpen competitive intelligence, personalize outreach at scale, and drive more efficient pipeline management

Compensation

Flex takes a market-based approach to pay, and compensation may vary depending on your primary work location. Work locations are categorized into one of three tiers based on a cost of labor index for that geographic area. The successful candidate’s starting pay will be commensurate with their experience, qualifications, and Flex’s internal leveling guidelines and benchmarks. 

• Senior Director, New Vertical Sales: $320,000-$400,000 OTE
• Director, New Vertical Sales: $272,000 - $340,000 OTE

About the Role

We are seeking an entrepreneurial and highly accomplished Senior Director, New Verticals Sales to spearhead Flex’s expansion into nascent, non-discretionary payment categories (e.g., insurance, HOAs, utilities, auto). While Flex is a rapidly scaling business, this pivotal role demands a proven leader who thrives in early-stage environments, adept at identifying and cultivating first-of-kind, company-defining enterprise partnerships where solutions are often loosely defined and require innovative approaches.

Reporting directly to the VP of Strategic Partnerships (New Verticals), you will leverage a sophisticated blend of strategic business development, strong operational acumen, and a rigorous sales discipline to originate, negotiate, and close high-value, complex partnership deals for Flex’s embedded split pay offering. You will be instrumental in shaping our market entry strategy, collaborating closely with senior leadership and cross-functional teams (Product, Engineering, Marketing, Finance) to refine our GTM approach and ensure successful technical deployment and long-term partnership health. 

What You'll Do

• Pioneer New Markets: Proactively identify, engage, and secure strategic enterprise partners for Flex’s embedded Buy Now Pay Later (BNPL) offering within uncharted payment verticals, driving first-of-kind deals from inception to successful launch.
• Strategic Pipeline & Opportunity Management: Develop, prioritize, and rigorously manage a robust pipeline of high-value, complex opportunities with a strong sense of urgency, converting prospects into marquee accounts.
• Executive Relationship Building: Act as a trusted strategic advisor to C-level executives (CEOs, CPOs, Heads of Partnership/Strategy) at prospective partner organizations, deeply understanding their strategic priorities and expertly positioning Flex’s transformative solutions.
• Lead Complex Deal Negotiation: Negotiate and optimize legal and economic terms within term sheets and partnership agreements.
• Product & GTM Contribution: Collaborate with Product, Engineering, and Marketing teams to identify and incorporate critical market feedback, influencing product development, pricing strategies, and positioning to enhance our embedded GTM offering and competitive advantage.
• End-to-End Partnership Launch: Lead partnerships from signed agreement through technical deployment and successful go-live in partnership with product and technical teams, ensuring seamless execution and maximizing partner value.

Key Qualifications

• 10+ years of experience, in strategic partnership and/or  enterprise sales within high-growth FinTech environments, with a demonstrated focus on new market entry and zero-to-one product adoption.
• Proven track record of defining and executing growth strategies and new markets, consistently sourcing and closing company-defining, first-of-kind opportunities with senior decision-makers for Payments/FinTech solutions, especially those involving buy now, pay later (BNPL) programs.
• Demonstrated ability to close deals in new markets with new product/service offerings
• Expert in influencing executive-level stakeholders: Exceptional communication, influencing, and complex negotiation skills, with a demonstrated ability to operate confidently and effectively at the highest levels of partner organizations.
• Strategic Vision & Execution: Possess deep strategic thinking capabilities coupled with a strong bias for action, comfortable with ambiguity and rapid iteration, and adept at pivoting strategies as market dynamics evolve.
• Strong Financial & Legal Acumen: Extensive experience building deal models, justifying complex partnership economics, and navigating legal agreements.
• Leadership & Cross-Functional Collaboration: Proven ability to lead and influence both direct teams and cross-functional stakeholders (Product, Engineering, Marketing) to drive successful partnership outcomes.
• Comfort with Ambiguity: Thrives in a fast-paced, evolving environment, demonstrating urgency, adaptability, and the ability to build structure in loosely defined situations.
• Bachelor’s degree required; MBA or advanced degree strongly preferred.

Flex takes a market-based approach to pay, and compensation may vary depending on your primary work location. Work locations are categorized into one of three tiers based on a cost of labor index for that geographic area. The successful candidate’s on-target earning (OTE) pay will be commensurate with their experience, qualifications, and Flex’s internal leveling guidelines and benchmarks. 

•  Tier A (NYC/SF/Seattle): $320,000-$400,000
•  Tier B (Austin, Washington D.C. Philadelphia, Los Angeles, San Diego, Chicago, Miami, Atlanta : $288,000-$360,000
•  Tier C (SLC/All Other States): $272,000-$340,000

About the role

Flex is on a mission to revolutionize the way bills are paid and we are looking for an exceptional sales rockstar to join our team as we rapidly expand into new markets. The successful candidate will be a team player, have an entrepreneurial mindset, see ambiguity as an opportunity and possess relentless grit, humility and curiosity. This role is based out of one of our hubs in NYC, SF, or SLC working hybrid 2-3x a week. If you are an established sales professional, ready to be a part of building a once in a generation company, let's chat! 

What you’ll do 

• New client acquisition - drive revenue and market share within rental real estate market
• Build and manage a robust pipeline in CRM 
• Establish relationships with senior executives and decision-makers through outbound efforts 
• Own the full sales cycle from lead to close 
• Educate prospective customers on the value of Flex 
• Navigate key decision makers to build awareness within organizations 
• Initiate, negotiate and close new and expansion contracts with customers 
• Collaborate and work with different members of the Accounts team to build strategic adoption plans for new customers 

Key qualifications 

• 3+ years of sales experience 
• Consistent track record of quota attainment 
• Develops relationships with middle management and ownership quickly and effectively
• Excellent written and verbal communication skills 
• Ability to be flexible and adaptive 
• Skilled at phone, email, and social media prospecting 

Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and our internal leveling guidelines.

For candidates located in our Tier 1 markets (NYC/SF/Seattle), the OTE (On Target Earnings) pay range for this role is $124,000 - $155,000 USD. For all other U.S. locations, Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the Tier 1 states listed above, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location.

About the role

Flex is on a mission to revolutionize the way bills are paid and we are looking for an exceptional sales rockstar to join our team as we rapidly expand into new markets. The successful candidate will be a team player, have an entrepreneurial mindset, see ambiguity as an opportunity and possess relentless grit, humility and curiosity. This role is based out of one of our hubs in NYC, SF, or SLC working hybrid 2-3x a week. If you are an established sales professional, ready to be a part of building a once in a generation company, let's chat! 

What you’ll do 

• New client acquisition - drive revenue and market share within rental real estate market
• Build and manage a robust pipeline in CRM 
• Establish relationships with senior executives and decision-makers through outbound efforts 
• Own the full sales cycle from lead to close 
• Educate prospective customers on the value of Flex 
• Navigate key decision makers to build awareness within organizations 
• Initiate, negotiate and close new and expansion contracts with customers 
• Collaborate and work with different members of the Accounts team to build strategic adoption plans for new customers 

Key qualifications 

• 3+ years of sales experience 
• Consistent track record of quota attainment 
• Develops relationships with middle management and ownership quickly and effectively
• Excellent written and verbal communication skills 
• Ability to be flexible and adaptive 
• Skilled at phone, email, and social media prospecting 

Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and our internal leveling guidelines.

For candidates located in our Tier 3 markets (Utah), the OTE (On Target Earnings) pay range for this role is $105,400 - $131,750 USD. For all other U.S. locations, Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the Tier 1 states listed above, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location.

About the Role

Flex is on a mission to give consumers control over their most significant recurring expenses — and auto loans represent one of the largest, most underserved opportunities to do exactly that. Auto loan payments are a defining financial commitment for millions of Americans, yet the flexibility and control consumers expect from modern financial products has largely passed this category by. As the Director or Senior Director, New Vertical Sales (Auto Loans), you will own Flex's go-to-market strategy and commercial execution for the auto loan vertical, building the enterprise partnerships that establish Flex as the embedded payment flexibility layer for captive and non-captive lenders, credit unions, and alternative finance companies.

Reporting to the VP of Strategic Partnerships (New Verticals), you will define the approach, build the pipeline, and close the deals that put this vertical on the map for Flex. This is a true zero-to-one charter — you will identify the right partners across the auto finance ecosystem, develop those relationships at the executive level, and drive deals from initial conversation through signed agreement and go-live. You will work hand-in-hand with Product, Engineering, Marketing, and Finance to shape Flex's offering for the auto loan market and ensure every partnership delivers real, measurable value for Flex's partners and their borrowers.

This is a remote role is for an individual contributor who thrives in ambiguity, sets the agenda rather than waiting for one, and has the market credibility and executive presence to open doors and close deals in the auto finance space. Success looks like a scaled, repeatable partner acquisition motion, a growing book of live lender partnerships, a high-performing team behind you, and a clear point of view on where Flex should go next in auto lending.

What You'll Do

• Build and own Flex's go-to-market strategy for the auto loan vertical — identifying the highest-value partner segments across captive and non-captive lenders, credit unions, and alternative finance companies, and building the pipeline to pursue them at scale
• Lead enterprise sales end-to-end, from prospecting and executive relationship-building through term sheet negotiation, contract execution, and go-live, while managing and developing a team of senior ICs
• Serve as a credible, trusted advisor to C-level and senior decision-makers at target organizations, deeply understanding their strategic priorities and articulating exactly how Flex creates value for their borrowers and their business
• Close complex, multi-stakeholder deals — structuring partnership economics that work for both parties while navigating legal, compliance, and procurement processes with urgency and rigor
• Shepherd each partnership from signed agreement through technical deployment and go-live, working closely with Product and Engineering to ensure strong execution and early performance metrics
• Translate partner feedback and competitive dynamics in the auto loan market into actionable input for Product, Marketing, and Pricing — continuously sharpening Flex's positioning and offering for the vertical
• Build and refine the auto loan sales playbook — documenting learnings, establishing scalable processes, and developing the repeatable partner acquisition motion that enables efficient growth beyond initial market entry
• Leverage AI-assisted sales tools to drive pipeline efficiency, inform competitive strategy, personalize outreach at scale, and accelerate deal progression — and set the standard for how the team uses AI to amplify sales impact

Key Qualifications

• 10+ years of experience in enterprise sales, business development, or strategic partnerships, with meaningful experience selling into or partnering with auto lenders, credit unions, or alternative finance companies
• Deep knowledge of the auto finance ecosystem — you understand how captive and non-captive lenders, credit unions, and alternative finance companies operate, how loan servicing and payment programs are structured, and where embedded payment flexibility creates value for borrowers and lenders alike
• A track record of closing complex, first-of-kind enterprise deals in new or emerging markets, ideally involving embedded financial products, consumer payments, or BNPL in high-ACV, multi-stakeholder environments
• Executive presence and influence — you have operated confidently at the C-suite level, building trust with senior decision-makers and navigating complex organizations to drive deals to close
• Proven experience leading, developing, and scaling a high-performing enterprise sales team, including setting KPIs, coaching senior ICs, and driving accountability against ambitious targets
• Strong financial and legal acumen — you can build and defend deal models, structure partnership economics, and negotiate agreements with commercial rigor and an understanding of consumer lending regulatory considerations
• High agency and comfort with ambiguity — you define your own approach in undefined spaces, bring clarity and momentum to evolving situations, and set the agenda rather than waiting for direction
• Fluency with AI-assisted sales tools as a core part of your workflow — you use them to sharpen competitive intelligence, personalize outreach at scale, drive more efficient pipeline management, and model best practices for your team

Compensation

Flex takes a market-based approach to pay, and compensation may vary depending on your primary work location. Work locations are categorized into one of three tiers based on a cost of labor index for that geographic area. The successful candidate’s starting pay will be commensurate with their experience, qualifications, and Flex’s internal leveling guidelines and benchmarks. 

• Senior Director, New Vertical Sales: $320,000-$400,000 OTE
• Director, New Vertical Sales: $272,000 - $340,000 OTE

About the role

Flex is seeking a tenacious, results-driven VP of Account Management to build, manage, and scale large revenue-driving enterprise partnerships for the company. This role is ideal for a high-agency strategic operator with a proven track record launching and growing partnerships that drive measurable P&L impact. You will take full ownership, driving strategy, execution, and long-term relationship management to maximize business results for your partnerships. Reporting to the Head of Strategic Partnerships and working closely with executive leadership and cross-functional teams, you will play a pivotal role in accelerating Flex’s growth. 

What you’ll do

Strategic Partnership Development and Execution:

• Launch new strategic partnerships aligned with Flex’s growth objectives
• Define and implement strategies & operating models to maximize partnership value
• Lead the creation of joint business plans, including legal agreements, financial modeling, and partnership economics
• Collaborate cross-functionally with Sales, Marketing, Product, Engineering, Support and Legal teams at Flex and partner organizations to maximize execution and impact

Partner Management & Operations:

• Manage and expand relationships with Flex’s largest strategic partners, fostering trust and long-term collaboration
• Build and deliver on your partnership business plan; drive progress on key partner initiatives, resolving issues and aligning stakeholders to deliver measurable wins
• Track, analyze, and report on partnership performance metrics, identifying areas for improvement and ensuring accountability
• Design and oversee partnership GTM efforts working closely with product, sales and marketing teams 
• Manage day-to-day operations, monthly and quarterly business reviews 

Leadership and Strategy:

• Build, lead, and mentor a high-performing team of business development professionals and cross-functional stakeholders aligned to and supporting your partnerships
• Develop and implement scalable processes, frameworks, and best practices to support partnership acquisition and growth
• Align partnership efforts with Flex’s broader organizational objectives, serving as a strategist and thought leader

Key qualifications

• 15+ years of experience in FinTech/SaaS business development, strategic partnerships, strategic account management, or at a top-tier strategy consulting firm
• Proven success in sourcing, structuring, and closing complex, high-impact strategic partnerships or enterprise client deals
• Demonstrated ability to deliver end-to-end results through launch and post-launch phase, working closely with cross-functional stakeholders internally and externally
• Exceptional leadership skills, with experience building and scaling high-performing teams and fostering collaboration across diverse groups
• Superior communication, negotiation, and presentation skills, with a proven ability to engage and influence stakeholders at all levels
• Superb organizational skills and detail orientation, strong ability to bring order to chaos 
• Highly analytical, with a strong understanding of B2B and B2C FinTech business models
• Thrives in fast-paced, ambiguous environments with the ability to move strategic initiatives from concept to execution with urgency
• Capable of developing scalable processes that create predictable and measurable outcomes
• Self-motivated, with a relentless drive to deliver measurable business impact

Compensation

About the Role

As VP of Sales, New Verticals, you will own the strategy, execution, team, and revenue results for Flex's expansion into utilities, insurance, and broadband — three large, underserved markets where consumers deserve the same payment flexibility Flex pioneered in rent.

Reporting to the Head of Strategic Partnerships (New Verticals), you will build and lead a high-performing sales team from the ground up, define go-to-market strategy for each vertical, and personally drive the enterprise partnerships that will define Flex's next chapter. This is a zero-to-one opportunity: you'll be shaping market entry, not inheriting a playbook.

The ideal candidate is a hands-on sales leader who has sold payment or fintech solutions into these verticals — not someone who has worked within them. You know the buyers, the conferences, the ecosystem, and you have a track record of closing first-of-kind deals.

What You’ll Do

Strategy & Market Ownership

• Develop and own the go-to-market strategy for utilities, insurance, and broadband — defining ICP, target accounts, partnership models, and vertical-specific positioning.
• Shape Flex's market entry approach in each vertical, translating market insight into executable sales plans with clear milestones and revenue targets.
• Identify emerging trends, competitive dynamics, and new partnership opportunities to keep Flex ahead of the market.
• Serve as the internal voice of each vertical — bringing customer and market feedback to Product, Marketing, and Leadership to influence roadmap and GTM strategy.

Team Building & Leadership

• Build and lead a high-performing vertical sales team — recruiting, onboarding, coaching, and retaining top talent across all three verticals.
• Define team structure, roles, and coverage models as the business scales; grow headcount in line with pipeline opportunity and revenue performance.
• Foster a culture of accountability, urgency, and collaboration; create an environment where reps are developed and top performers are retained.
• Partner with HR and recruiting to identify and close exceptional sales talent with deep vertical expertise.

Pipeline & Revenue Execution

• Own and drive the full sales cycle for enterprise partnerships — from prospecting and qualification through negotiation, close, and launch.
• Build and maintain a rigorous, data-driven pipeline; use CRM tools (Salesforce) to improve forecast accuracy, pipeline visibility, and deal velocity.
• Lead complex, multi-stakeholder deal negotiations involving legal, economic, and technical terms within partnership agreements.
• Personally carry and close strategic accounts while coaching the team to do the same at scale.

Cross-Functional Partnership

• Collaborate with Product and Engineering to ensure Flex's embedded payment offering is properly positioned and technically deployable within each vertical.
• Partner with Marketing to develop vertical-specific content, campaigns, and event presence that supports pipeline generation.
• Work with Partner Success to ensure seamless onboarding and long-term health of closed partnerships.
• Represent Flex at key industry conferences (e.g., EUCI, Xchange, NAIC) to build brand visibility, source pipeline, and establish thought leadership.

Key Qualifications

• 12+ years of experience in enterprise sales, strategic partnerships, or business development within FinTech or payments — with a demonstrated focus on new market entry.
• Proven track record selling payment solutions into utilities, insurance, and/or broadband — not working within these industries, but selling to them.
• Experience building and managing high-performing sales teams in a growth-stage or early-stage environment; you know how to hire, ramp, and develop sellers.
• Deep understanding of the buyer landscape across target verticals: who the decision-makers are, how they evaluate vendors, and what drives urgency.
• Demonstrated ability to close first-of-kind, complex enterprise deals involving novel product offerings and multi-party negotiations.
• Strong financial and legal acumen — comfortable building deal models, structuring partnership economics, and negotiating contract terms.
• Exceptional communication and executive presence; able to build trust with C-level stakeholders at prospective partner organizations.
• Comfortable with ambiguity and rapid iteration — you build structure, don't wait for it.
• High proficiency with Salesforce and data-driven sales methodologies; strong forecasting and pipeline management discipline.
• Active presence at relevant industry conferences and associations is a strong signal of the right industry orientation.

Compensation

Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and our internal leveling guidelines. For candidates located in our Tier 1 markets (NYC/ SF), the base salary pay range for this role is $400,000 - $500,000 USD. For all other U.S. locations, Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the Tier 1 states listed above, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location.