Strategic Account Executive, New Vertical Sales

Flex is a growth-stage, NYC-headquartered FinTech company creating the best rent payment experience. We’re changing how renters manage their most significant recurring expense by enabling flexible payment schedules that fit their finances and budget. Our mission is to empower as many renters as possible with flexibility and control.

About the role

We are seeking an entrepreneurial and highly accomplished Strategic Account Executive for our New Vertical Sales team to drive Flex's expansion into new sectors. Flex aims to give consumers control over their most significant recurring expenses, targeting essential bills that represent a large, underserved opportunity. As a Strategic Account Executive, you will own Flex's commercial push into this space, building partnerships that establish Flex as the embedded payment layer for consumers.

• Build and execute a territory strategy, identifying and prioritizing the highest-value mid-market and SMB opportunities
• Own the full sales cycle from prospecting to close, managing a disciplined pipeline with urgency and converting opportunities into live, revenue-generating partnerships
• Develop and maintain C-level and senior decision-maker relationships at target organizations, serving as a credible advisor who deeply understands partner priorities and articulates Flex’s value with precision
• Lead complex, multi-stakeholder deal negotiations end-to-end—structuring partnership economics, navigating legal and procurement processes, and maintaining deal momentum through close
• Shepherd each partnership from signed agreement through technical deployment and go-live, partnering cross-functionally with Product and Engineering to ensure strong early performance
• Feed competitive intelligence and partner feedback back into Flex’s GTM and product direction, helping sharpen positioning and the offering for the vertical
• Build the vertical sales playbook—documenting learnings, establishing repeatable processes, and creating the partner acquisition motion that enables efficient growth beyond initial market entry
• Leverage AI-assisted sales tools to drive pipeline efficiency, personalize outreach at scale, and accelerate deal progression

Requirements

• 5+ years of experience in sales with meaningful experience selling into mid-market and SMB enterprises
• A proven track record of closing complex, first-of-kind 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’ve operated confidently at the C-suite level, building trust with senior decision-makers and navigating complex organizations to drive outcomes
• Strong financial and legal acumen—you can build and defend deal models, structure partnership economics, and negotiate agreements with both commercial rigor and pragmatic deal-making
• High agency and comfort with ambiguity—you define your own approach in undefined spaces, bring clarity and momentum to evolving situations, and don’t wait for direction to take initiative
• Experience contributing to team-level strategy—sharing market insights, advocating for AI-enabled workflows, and helping elevate sales craft across the organization
• Proficiency with AI-assisted sales tools as a core part of your workflow—you actively use them to sharpen outreach, manage pipeline intelligence, and accelerate deal cycles

Pay

This is a commission-earning role with the following On Target Earnings (OTE):

• OTE (NYC/Bay Area, Los Angeles, Seattle): $192,000—$240,000 USD
• OTE (Salt Lake City, all other USA cities): $163,200—$204,000 USD

Benefits

For full-time U.S. employees, we offer:

• Competitive medical, dental, and vision coverage
• Company equity
• 401(k) plan with company match
• Unlimited paid time off + 13 company-paid holidays
• Parental leave
• Free Flex subscription

For full-time non-U.S. employees, we offer:

• Competitive compensation + company equity
• Unlimited PTO

Schedule

Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program.