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About the Role

Flex is seeking an entrepreneurial and accomplished Strategic Account Executive to drive expansion into new sectors. This role involves building partnerships to establish Flex as the embedded payment layer for consumers, operating with significant independence to define territory strategy, manage a high-value pipeline, and close complex deals. The position also requires providing strategic input to Product, Marketing, and Pricing based on market feedback.

Responsibilities

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.

Skills

Embedded financial products
Consumer payments
BNPL
AI-assisted sales tools

Location

New York City
San Francisco
Salt Lake City
US
Australia
Canada
South America

Work Type

Hybrid

Experience Level

5+ years of experience in sales

Salary/Compensations

OTE (NYC/Bay Area/Seattle) $192,000—$240,000 USD
OTE (Salt Lake City) $163,200—$204,000 USD
Commission earning role

Benefits

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

About the Company

Flex is a growth-stage, NYC headquartered FinTech company creating the best rent payment experience.
Flex enables users to pay rent throughout the month on a schedule that better fits their finances and budget.
Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense.
We are growing quickly, but deliberately, with a focus on building an inclusive culture.
Our dynamic team has incredible perspectives to share.

Equal Opportunity

We take great pride in being an equal opportunity workplace.