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?
Overview
Flex is on a mission to give renters flexibility over their most significant recurring expense — and our go-to-market engine is central to making that happen at scale. The Revenue AI Engineer is a senior individual contributor who owns the AI-powered systems and data infrastructure that keeps our revenue teams operating at their highest potential. This is a high-autonomy role with direct impact on pipeline generation, customer retention, and the operational efficiency of our Sales, BD, and Customer Success organizations.
About the Role
Operating at the intersection of RevOps and AI engineering, you will embed with Go-To-Market (GTM) teams to design and ship the automation and agent infrastructure that drives leverage. Rather than advising, you will build and iterate in production to scale Flex's revenue motion.
Success involves replacing manual tasks with high-judgment work that closes deals and retains customers. As a builder and cross-functional partner, you will collaborate with Sales, RevOps, and the central AI team to ensure AI adoption delivers measurable business results.
What You'll Do
- Co-owns revenue team's AI initiative roadmap — planning, prioritizing, and measuring the success of AI programs against pipeline generation, efficiency, and retention outcomes
- Design and deploy AI-powered workflows, automation agents, and outbound prospecting systems that reduce manual lift for Sales, BDR, and Partner Success teams
- Configure and manage MCP infrastructure and AI agent tooling across the GTM org, ensuring systems are discoverable, actively adopted, and continuously improving
- Integrate and maintain Flex's GTM tech stack — Salesforce, Clay, Snowflake, Outreach, and adjacent platforms — so data flows between systems without manual intervention
- Enforce data governance standards across revenue systems, ensuring AI models and agents are built on clean, trustworthy, well-documented data foundations
- Build and maintain a shared library of AI skills, prompts, and agent context (including Claude Code–built skills and plugins) that the broader revenue team can access and reuse
- Partner with Enablement to champion AI adoption across the revenue org — translating technical work into business outcomes, tracking adoption, and representing GTM use cases to Flex's central AI function
What You'll Bring
- 5+ years of experience in Revenue Operations, Sales Operations, or GTM Systems in a high-growth SaaS or FinTech environment, with a trajectory into technical or AI-focused work
- Hands-on experience deploying and iterating AI-powered workflows, automations, or agents in a live B2B revenue environment — shipping and maintaining production systems, not just scoping or advising
- Deep working knowledge of the revenue tech stack, including Salesforce, Clay, Snowflake, Outreach, or equivalent platforms — with strong command of how data moves between them
- Proficiency with Claude Code and/or Codex for workflow automation, prompt design, and agentic task orchestration, including the ability to build, version, and maintain shareable skills and plugins
- Hands-on experience configuring MCP (Model Context Protocol) infrastructure and integrating AI agent frameworks into live GTM workflows
- Strong command of APIs, system integrations, and connected app architecture — you understand where data breaks across platforms and how to design integrations that hold at scale
- Demonstrated expertise in data governance principles — you've built or enforced practices that keep revenue data clean, trustworthy, and AI-ready
- Strong cross-functional communication skills, with the ability to translate technical systems and outcomes for non-technical stakeholders from ICs to C-suite
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) and Tier 3 (Salt Lake City) 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
- 5+ years of experience in Revenue Operations, Sales Operations, or GTM Systems in a high-growth SaaS or FinTech environment
- Hands-on experience deploying and iterating AI-powered workflows, automations, or agents in a live B2B revenue environment
- Deep working knowledge of the revenue tech stack, including Salesforce, Clay, Snowflake, Outreach, or equivalent platforms
- Proficiency with Claude Code and/or Codex for workflow automation, prompt design, and agentic task orchestration
- Hands-on experience configuring MCP (Model Context Protocol) infrastructure and integrating AI agent frameworks into live GTM workflows
- Strong command of APIs, system integrations, and connected app architecture
- Demonstrated expertise in data governance principles for revenue data
- Strong cross-functional communication skills and ability to translate technical work to non-technical stakeholders
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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