Chief of Staff (Executive Office) and VP of Strategy & Operations

15+ years of professional experience with a track record spanning management consulting and/or senior S&O, Biz Ops, or Chief of Staff roles at high-growth companies

Demonstrated AI fluency: you actively leverage AI tools to accelerate analysis, improve team workflows, and drive better decisions, and you set the standard for how your team uses them

Strong quantitative reasoning: whether through financial modeling or analytical problem solving, you're comfortable turning complex data into clear, defensible recommendations

Experience in fintech, consumer lending, or payments

Familiarity with the operating rhythms of a late-stage growth company

Tier 1 (NYC/Bay Area)

The Strategy & Operations team is the "API" through which company strategy, operating rigor, and ways of working are translated into execution across Flex.

As Chief of Staff and VP of Strategy, you will serve as a senior partner to the CEO and CBO, owning the central Strategy & Operations (S&O) team, shaping enterprise strategy, refining our operating model, and driving the hardest problems in the company to resolution.

This role reports directly to the CEO and sits at the intersection of the Executive Office and the S&O team.

Chief of Staff to the Executive Office

The Executive Office sets the pace and tone for how Flex operates.

Serving as a trusted thought partner and sounding board to both executives, helping pressure-test decisions before they're made and accelerating alignment when speed matters