About Flex: AI-native private banking for owners

Flex is building the AI-native private bank for business owners.   We’re re-architecting the entire financial system for entrepreneurs—from the first dollar a business earns to how that value compounds, moves, and is ultimately spent in real life. Banking, credit, payments, personal finance, and financial operations—rebuilt from the ground up as a single, intelligent system. Flex is the full financial home for ambitious owners.   Since launching publicly in September 2023, Flex has scaled from zero to nine-figure annualized revenue, with a clear path to profitability by late 2026. We move fast, ship relentlessly, and operate with extreme ownership.   Our customers are affluent business owners ($3–$200M in revenue)—the backbone of the economy and one of the most underserved segments in finance. They’re stuck with outdated banks and fragmented tools. We’re replacing all of it. The opportunity is massive: a ~$1T+ revenue market hiding in plain sight. Our ambition is to build a $100B+ company by delivering a product that is fundamentally better—not incrementally improved.   Flex has raised $100M+ in equity and $300M+ in debt.   - Mission-critical problems: We build software that directly controls how money moves at scale. - High bar, low ego: Small teams, exceptional people, real ownership. - Speed over comfort: We prioritize execution, quality, clarity, and results. - Enduring impact: What we’re building will define how a generation of owners runs their businesses.   Team & Locations   We hire exceptional people who want to build hard things and see their work matter immediately. Roles are available in: San Francisco, Miami, New York, and fully remote.   Flex Fuels Ambition. About the role: This is Flex's first dedicated Sales Enablement hire — and it's not a maintenance role. There's no inherited playbook to manage, no existing LMS to administer, no certification path waiting to be run. You're building from scratch, and that's the point.

As Manager, Sales Enablement, you'll be the force multiplier across a GTM team of ~30 people today — AEs, BDRs, and a partnerships team — that is growing rapidly. The programs you build now need to work at 2x and 3x this size, and you'll be shaping this function as that growth happens. You'll report to the Director of Revenue Operations and work closely with sales leadership, product marketing, and the broader RevOps function to design, build, and measure programs that have a direct line to revenue.

AI is not a nice-to-have here. You're expected to leverage AI tools to build smarter content, run more efficient programs, and multiply your own output as the sole enablement practitioner. The candidate we're looking for sees a lean org as an advantage, not a constraint.

Your work will have direct reach beyond the GTM team — helping product and engineering stay grounded in how customers actually buy and what reps encounter in the field. At Flex's current scale, the feedback loop between GTM and R&D is a competitive advantage, and this role is part of how we close it.

If you're energized by building something from zero, measuring everything, and being directly accountable for whether reps succeed — this role was built for you.