Vice President of Strategy

About the role

We are looking for a Vice President - Strategy to join our Leadership Team and work directly with the CEO on the company’s highest-priority strategic decisions, board preparation, and major initiatives.

Responsibilities

• Lead the company’s annual strategic and operating planning process — setting the agenda, driving cross-functional alignment, and ensuring the plan is built on rigorous analysis

• Build and maintain the analytical infrastructure that makes Earned’s key operational and growth levers visible and actionable

• Identify the specific drivers that move revenue, margin, and client outcomes most significantly

• Quantify the tradeoffs between competing priorities

• Ensure every major operational or commercial decision has clear analytical grounding — this person should be a material influencer on which growth and operational levers get pulled

• Own the creation and quality of Board materials — translating Earned’s strategy into analytic frameworks and narratives that advance specific decisions, not just report status

• Drive the company’s most consequential cross-functional strategy work — leading high-priority strategic projects that span business lines, service offerings, or growth initiatives; taking full ownership from problem definition and analytical framing through stakeholder alignment and decision; and ensuring each initiative moves from ambiguity to a concrete plan with defined owners

• Build Earned’s market expansion framework — identifying new geographies, client segments, and channel opportunities with the greatest strategic fit and near-term commercial potential, and sequencing them against current capacity and growth objectives

• Act as the company’s center for commercial and revenue model innovation — interrogating how Earned generates and optimizes revenue, and identifying non-obvious monetization opportunities

• Serve as the analytical and strategic right hand to the CEO on major decisions — preparing the analysis, frameworks, and options that inform the most consequential choices, and ensuring the CEO is never walking into a high-stakes conversation underprepared

• Structure priority ELT discussions and decision follow-through on major strategic topics

What Success Looks Like

• First 90 Days: Build a deep understanding of Earned’s business, strategy, and growth priorities; take ownership of Board materials preparation; lead at least one high-impact strategic initiative end-to-end; improve the company’s strategic planning process — producing a clearer, more analytically grounded annual plan and operating review cadence

• 6–12 Months: The strategic planning process is producing clearer enterprise priorities with defined owners — leadership is making decisions faster and with greater confidence; Board materials have shifted from descriptive to decision-oriented — each package advances specific choices, not just a status update; at least one major strategic initiative has moved from ambiguity to implementation; Concrete revenue producing ideas have been brought to the table, vetted and prioritized

Core Qualifications

• 6–10 years of experience in top-tier consulting, private equity, or corporate strategy

• Exceptional analytical ability and structured problem-solving skills

• Strong communication and presentation skills — able to synthesize complex information into clear strategic insights

• Advanced proficiency in Excel and PowerPoint; strong financial modeling skills — able to build the analytical models that quantify Earned’s key operational and growth levers and size the tradeoffs between competing priorities

• Demonstrated ability to conduct rigorous primary and secondary research — competitive analysis, operating model benchmarking, and synthesizing evidence into clear, actionable conclusions

• Bachelor’s degree required; MBA preferred

Preferred Experience

• Experience supporting executive leadership teams or C-suite executives

• Exposure to Board communications, investor relations, or M&A

• Experience in a PE-backed and/or rapidly scaling organization in financial services, professional services, or a related sector with an acquisitive growth strategy and multiple service or product offerings

Why Join Earned

• The mission matters — Earned exists to solve consequential financial problems for healthcare professionals: people who dedicate a decade to training and often arrive at practice with no financial plan and no trusted advisor

Benefits

• Competitive base salary, annual performance bonus and equity

• Employer-sponsored health insurance (medical, dental, vision)

• 401(k) with 5% employer match