Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our 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. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team?
As the Vice President of Emerging SMB, Growth and Channel Strategy, you will own the strategy, performance, and optimization of Flex’s smallest but highest-velocity customer segment. Rather than managing a traditional sales team, this role is responsible for leading and scaling a multi-vendor, outsourced sales ecosystem to drive efficient, predictable unit acquisition. Reporting directly to the PMC Revenue Leader, you will oversee partner performance, design data-driven operating rhythms, and ensure seamless alignment between Flex and our vendor organizations.
The ideal candidate has deep experience running scaled sales motions, channel/outsourced sales programs, or high-volume commercial operations within FinTech, PropTech, or SaaS. This leader is analytical, operationally excellent, and skilled at influencing both internal stakeholders and external partner teams.
This position is available to candidates working 2-3 days a week hybrid in either our NYC, SF, or Salt Lake City office. Candidates relocating to our hubs may be eligible for relocation assistance.
What you’ll do- Develop and execute the strategy for Flex’s Emerging SMB (long-tail) segment, focusing on efficiency, scalability, and predictable revenue contribution.
- Lead and manage relationships with outsourced sales vendors including performance management, capacity planning, workflow design, and SLAs.
- Build a data-driven operating model that tracks performance across funnel stages, channel quality, productivity, and ROI—using insights to continuously refine strategy.
- Partner closely with Marketing, Product, Analytics, Risk, and Partner Success to ensure alignment on ICP, messaging, qualification standards, and cross-functional dependencies.
- Create scalable playbooks, processes, and incentive structures for vendor teams to maximize throughput and conversion.
- Monitor market dynamics within the SMB ecosystem to identify opportunities for improved segmentation, new motions, or workflow optimizations.
- Own forecasting, pacing, and KPI management for the segment, ensuring accuracy and transparency across stakeholders.
- Represent the Emerging SMB program internally as a thought leader on high-velocity revenue generation, scaled GTM motions, and outsourced commercial models.
- Ensure vendor teams have the tools, enablement, and feedback loops they need to execute at a high level—without direct responsibility for hiring or onboarding reps.
- Drive continuous improvement across processes, systems, and vendor operations to unlock efficiency and lift conversion.
- 15+ years of experience, with significant leadership in SMB, high-velocity, channel, inside sales, or outsourced/vendor-led sales environments.
- Demonstrated success owning a scaled, transaction-volume–driven sales motion or channel/partner program.
- Strong ability to analyze performance data, diagnose root causes, and design actionable improvement strategies.
- Experience overseeing outsourced sales teams or BPO/vendor partners, including governance, quality management, and KPI accountability.
- Deep understanding of sales operations, funnel analytics, forecasting, and performance management in high-velocity environments.
- Highly adept at cross-functional collaboration, with proven experience influencing Marketing, Product, Operations, and external partners.
- Exceptional verbal and written communication skills, with the ability to align diverse stakeholders and external teams.
- Expertise with CRM systems (e.g., Salesforce) and data-driven methodologies for optimizing workflow and conversion.
- High level of initiative, ownership, and comfort operating in a fast-paced, rapidly evolving growth-stage environment.
- Experience managing both revenue targets and operational OKRs simultaneously.
The compensation range for this role will be commensurate with the candidate's experience and Flex's internal leveling guidelines and benchmarks. This is a commission earning role. The OTE (On Target Earnings) of $496,000-534,000.
We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.
We offer many employee benefits & perks. For full-time U.S. employees, we offer:
- Competitive medical, dental, and vision
- Company equity
- 401(k) plan with company match
- Unlimited paid time off + 13 company paid holidays
- Parental leave
- Flex Cares Program: non-profit company match and pet adoption coverage
- Free Flex subscription
For full-time non-U.S. employees, we offer:
- Competitive compensation + company equity
- Unlimited PTO
Flex Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Flex and has not been reviewed or approved by Flex.
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Healthcare Strength — Day-1 medical, dental, and vision coverage is explicitly offered and framed as “best-in-class coverage and options,” suggesting strong baseline health benefits. Additional listings also describe broad health-support elements such as IVF/adoption and gender transition benefits, reinforcing depth in healthcare-related coverage.
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Retirement Support — A 401(k) is available, with a stated company match starting in early 2026, indicating improving retirement support. This rollout appears to address earlier gaps where matching was not consistently present.
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Leave & Time Off Breadth — Unlimited PTO plus company holidays (and, in some descriptions, shutdown days) indicates a wide time-off policy on paper. Hybrid work flexibility and office-day meal credits can add to the overall rewards value for NYC-based employees.
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What We Do
Flex, an NYC-headquartered FinTech company, has created a trusted rent payment experience. It’s hard to believe that it’s 2024 and paying rent on time is expensive, inflexible, and difficult; we’re here to change that! We enable our users to pay rent throughout the month on a schedule that better fits their finances and budget, while also helping them build credit. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense.
Why Work With Us
We believe it takes a diverse team of curious, determined, empathetic, and self aware people to grow a successful company. We value the unique and dynamic perspectives our team brings to solve critical problems that impact the lives of our users and the financial decisions they make.
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