GTM Strategy & Operations Associate

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?

About the role

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.

Key qualifications

• 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.'

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 (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.

Tier 1 (NYC/Bay Area)

$124,000 — $155,000 USD

Life at Flex

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