Strategic Finance Lead, GTM

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Headway

501 - 1000 employees

Founded 2019

🏥 Healthcare

🏪 Marketplace

☁️ SaaS

💰 $100M Series D - Headway on 2024-07

Healthcare • Marketplace • SaaS

Headway is a healthcare technology company (Therapymatch, Inc. ) that operates an insurance-native marketplace connecting people with licensed mental health providers — therapists and psychiatrists — for in-person and online care. Headway matches users with providers by specialty, location, and insurance coverage, handles insurance verification and billing, and offers tools for providers (provider portal and an insurance-native EHR) to reduce administrative burden. The platform partners with 100+ insurance plans, supports many languages, and emphasizes affordable, in-network mental health care.

📋 Description

• Build and maintain financial models to assess GTM investment efficiency, scenario plan, and evaluate trade-offs across growth initiatives • Own budgeting and forecasting processes for GTM spend, partnering with budget owners to align plans with strategic priorities • Analyze operating KPIs and funnel data to evaluate unit economics, channel performance, and overall GTM effectiveness • Partner cross-functionally to surface insights and support strategic decision-making • Develop dashboards, reporting, and executive-ready materials to communicate progress against goals

🎯 Requirements

• 4+ years of professional experience, ideally in a mix of financial services (Consulting / Equity Research / Private Equity) and highly analytical roles at a fast-growing company (Strategic Finance) • Highly proficient in Google Sheets (advanced formulas) and Looker (or similar BI tools) and comfortable working with large datasets • Detail-oriented with a “measure twice, cut once” approach when working with financial data • Excited to work cross-functionally with business teams to develop a greater understanding of function-specific efficiency metrics and help course-correct where necessary • Take ownership and are a resourceful self-starter—proactively seek context, solve ambiguous problems, and anticipate stakeholder needs • Excited about AI and how it's reshaping finance, and actively explore and apply AI tools to drive faster insights, greater efficiency, and smarter decision-making • Communicate complex insights clearly, tailoring messages for different audiences (finance vs. marketing) • Thrive in a fast-paced, cross-functional environment and enjoy collaborating with marketing, finance, and growth teams • Excited about joining a mission-driven company and driving marketing efficiency to improve mental healthcare access

🏖️ Benefits

• Equity compensation • Medical, Dental, and Vision coverage • HSA / FSA • 401K • Work-from-Home Stipend • Therapy Reimbursement • 16-week parental leave for eligible employees • Carrot Fertility annual reimbursement and membership • 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st • Flexible PTO • Employee Assistance Program (EAP) • Training and professional development

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