[Remote] Lead Financial Analyst

Note: The job is a remote job and is open to candidates in USA. HealthJoy is a remote-first startup focused on simplifying healthcare benefits through innovative technology. They are seeking a Lead Financial Analyst to own financial models and analyses that drive strategic planning and pricing, while partnering with various teams to enhance performance and efficiency.

Responsibilities

• Own the operating model and long-range plan end-to-end
• Lead annual budgeting and quarterly re-forecasting cycles
• Build models for unit economics, cohort profitability, LTV/CAC, segment P&Ls, and pricing scenarios
• Run RevOps analytics: pipeline, rep productivity, channel ROI, comp plan economics
• Contribute to monthly close, BvA reporting, and the board package alongside other Finance team members
• Triage pricing and deal desk requests; serve as backup on routine pricing exceptions
• Ship AI-native finance workflows that replace manual work
• Partner with one or more departments on budget and headcount
• Collaborate with Accounting and Finance team members on reporting cadence

Skills

• Minimum of 7 years of progressive experience in FP&A, Strategic Finance, investment banking, transaction services, private equity, or management consulting, with at least 2 years in an in-house SaaS startup or high-growth tech finance role
• Bachelor's degree in Finance, Economics, Accounting, Mathematics, or a related quantitative field
• Strong finance fundamentals. Sharp commercial and financial instincts, fluency in how revenue, margin, and cash work together, structured problem-solving on ambiguous business questions, and the analytical rigor expected of top consulting, banking, or strategic finance environments
• Advanced financial modeling and SaaS fluency. Power user of Excel/Sheets for scenarios, sensitivities, cohort and unit economics modeling, multi-sheet model design. Deep understanding of ARR, NDR, GDR, CAC, LTV, and payback, and how they connect to GAAP
• High agency and ambiguity tolerance. Takes ambiguous prompts and returns structured approaches, not requests for direction. Owns analyses end-to-end with a recommendation, not just the math. Thrives in a remote-first startup environment that is fast-paced with constantly shifting priorities
• BI fundamentals. Comfortable with structured data and modern BI tools. Familiarity with underlying concepts matters more than fluency in any specific tool
• AI building experience and appetite. You've started building with AI, and not just used ChatGPT for emails. Concrete examples are great (workflows in Claude, custom GPTs, prompt-engineered analysis, automations that replaced manual finance work), but what matters most is appetite and aptitude
• GTM/RevOps and deal-level comfort. Prior exposure to sales and marketing analytics including pipeline, comp plan economics, channel ROI, or similar. Comfortable structuring a deal scenario and teeing up a recommendation
• Executive presence and strong written communication. Comfortable presenting to senior leadership. Your work product reads like a recommendation, not a data dump
• Healthcare or insurance industry experience is a plus, not required
• Familiarity with NetSuite, Salesforce, or modern planning tools is a plus

Benefits

• Medical, Dental and vision insurance packages
• HSA contribution match
• Stock options for eligible roles
• 401k match
• Paid parental leave
• Company sponsored Short Term and Long Term Disability coverage
• Flexible PTO

Company Overview