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 a GTM Strategy & Operations Associate at Flex, you'll sit at the intersection of strategy, finance, and operations — working directly with Revenue leadership to drive growth and business clarity. Your work will span three areas: high-stakes strategic initiatives, financial & performance modeling, and the executive-facing deliverables (e.g., business review, board materials, all-hands decks) that keep leadership aligned and informed. You will work across Sales, Account Management, Business Development, RevOps, Product, and Analytics to design the operational processes that make the Revenue organization run and translate ambiguous problems into crisp, actionable recommendations.
The ideal candidate will bring first principles thinking, strong modeling skills, sharp attention to detail, comfort working in fast-paced environments, and the executive presence to communicate effectively with senior stakeholders. This is a hybrid position with on-site expectations of three days per week in our New York headquarters. Candidates outside of the NY/NJ area may be eligible for our relocation assistance program.
What you’ll do- Lead high-priority strategic initiatives and translate findings into crisp strategy docs and executive recommendations.
- Analyze performance data and build models to forecast key drivers of revenue and identify trends, opportunities, and areas for improvement.
- Own and maintain key financial models, including ongoing updates, scenario analysis, and infrastructure improvements to support executive and board-level decision-making.
- Produce executive-facing communications and deliverables including board materials, all-hands presentations, monthly business reviews with the Flex leadership team, and weekly business reviews with Revenue leadership.
- Leverage AI tools to enhance workflow automation and streamline operational processes across all Revenue teams to improve efficiency and effectiveness.
- Manage cross-functional projects and design key operational processes in collaboration with Sales, Account Management, Business Development, RevOps, Product, and Analytics.
- Experience: 3+ years of experience in consulting, investment banking, strategy & operations, revenue strategy, or a related role.
- Subject matter expertise: Strong financial modeling skills with experience building and maintaining complex models; comfortable with both quick-turn analysis and rigorous, detailed builds.
- Strategic thinking: Ability to work from first principles to structure ambiguous problems and translate complex data into clear, actionable insights.
- Executive presence: Comfortable engaging with and presenting to senior leadership; able to distill complex analysis into executive-ready narratives and adapt quickly to shifting priorities.
- Execution: Exceptionally detail-oriented; able to produce polished, executive-ready work product without sacrificing speed.
- Organization: Proven ability to manage complex projects and keep multiple workstreams on track in a fast-paced, high-ambiguity environment.
- Technical skills: Comfortable leveraging AI tools to improve workflow efficiency. Familiarity with SQL and CRM software (e.g., Salesforce) is preferred.'
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 (NYC/Bay Area) markets, the base salary pay range for this role is below. Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the cities listed below, 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.
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.
Offices
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.
Benefits
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
- Free Flex subscription
For full-time non-U.S. employees, we offer:
- Competitive compensation + company equity
- Unlimited PTO
Skills Required
- 3+ years of experience in consulting, investment banking, strategy & operations, revenue strategy, or a related role
- Strong financial modeling skills
- Experience building and maintaining complex models
- Ability to work from first principles to structure ambiguous problems
- Ability to distill complex analysis into executive-ready narratives
- Comfort leveraging AI tools to improve workflow efficiency
- Familiarity with SQL and CRM software (e.g., Salesforce)
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.
Flex Insights
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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