[Remote] VP of Strategic Finance

Note: The job is a remote job and is open to candidates in USA. Leap is one of the fastest-growing benefits solutions and a category-defining pioneer in employer specialty pharmacy. As the VP of Strategic Finance, you will be responsible for making critical financial decisions, building capital allocation frameworks, and leading the finance organization as Leap scales. This leadership role will have a significant impact on company strategy and operations.

Responsibilities

• Build the framework Leap uses to decide where to invest, what to fund, and what to defer
• Turn ambiguous, high-stakes questions into clear, defensible trade-offs for leadership
• Own board materials and partner on fundraising, including the model, narrative, and diligence process
• Help leadership evaluate major investments, hiring plans, client opportunities, and growth bets
• Own the company operating model and ensure it becomes the source of truth for planning
• Build client-level forecasts with clear assumptions, ranges of outcomes, and performance goals
• Set ambitious but credible budgets and manage burn against plan
• Create the financial visibility leadership needs to make faster, better decisions
• Lead core FP&A and revenue cycle finance through your team
• Recruit, manage, and develop the finance organization as Leap scales
• Partner across Growth Ops & Strategy, Client Ops & Success, and Member Growth to pressure-test major bets
• Build finance into a function the rest of the company relies on for fast, reliable answers

Skills

• You are a strategic finance leader, not just an FP&A operator. You are strongest on the hard prioritization calls: where to invest, what to cut, and what to fund next
• You are comfortable with ambiguity. You can forecast a business when the answer is not clean, state your assumptions, and explain where the model may break
• You know how to build decision frameworks that leadership actually uses
• You think like an underwriter. You can size an opportunity, build the case, and stand behind the number
• You have led and built teams. You can recruit, manage, and grow a finance organization, not just do the work yourself
• You have 7–10+ years of experience in strategic finance, with a foundation in investment banking, investing, or an equivalently rigorous analytical environment
• Investing experience in private equity, growth equity, or late-stage venture, especially where you underwrote deals and lived with the outcomes
• Early-stage or high-growth startup experience
• Healthcare, healthcare services, benefits, pharmacy, or revenue cycle exposure

Benefits

• Eligibility for equity
• Comprehensive medical, dental, and vision coverage
• Access to 401(k) retirement plan
• Flexible remote work

Company Overview