Senior Manager, Business

Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.

1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.

Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.

We want your time here to be the most meaningful experience of your career.
Join us, and help change mental healthcare for the better.

Headway is hiring a Senior Manager, Business Recruiting to lead our Go-To-Market (Sales, Marketing, Rev Ops) and G&A recruiting teams. This is a highly visible leadership role responsible for evolving Business Recruiting to meet the growing hiring needs through strategic, data-driven hiring at scale.

You will lead and develop a team of recruiters across a mixed hiring portfolio, balancing high-volume GTM hiring with highly competitive, high-touch G&A roles. You’ll partner closely with executive leaders and HRBPs to translate business goals and headcount plans into executable recruiting strategies, while raising the bar on how the team sources, closes, and operates.

This role blends people leadership, operational excellence, and executive influence. Success requires comfort operating at both the strategic and tactical levels. You’ll set direction, rebuild processes, and ensure consistent execution through others. The best person for this role is both a strong people leader and a visionary in recruiting.

• Lead and mentor a team of Business recruiters (GTM + G&A); fostering a culture of excellence
• Partner closely with C-suite and senior leaders across GTM and G&A to design hiring strategies aligned to business priorities, headcount plans, and market realities
• Translate complex hiring goals into milestone-driven execution plans
• Use data to proactively diagnose hiring challenges in close partnership with recruiters
• Elevate sourcing and closing capability across the team, especially in competitive GTM markets with candidates managing multiple offers
• Serve as a trusted advisor to executives, communicating tradeoffs clearly, delivering difficult feedback when needed, and influencing decisions with structured recommendations
• Continuously improve the candidate and hiring manager experience, ensuring Headway’s business hiring process is efficient and aligned with our values

• Bring 10+ years of recruiting experience, with 6+ years in people management
• Have deep experience across Business Recruiting, including GTM (Sales, Marketing, Rev Ops) and G&A hiring, with exposure to both high-volume and high-touch searches
• Operate as a true business partner, grounding your strategies and recommendations in data, market insight, and business context
• Are an operationally excellent leader who can move teams from reactive execution to proactive strategy
• Are comfortable working directly with C-suite and senior leaders, navigating competing priorities and influencing decisions with clarity and conviction
• Communicate with clarity and executive presence, tailoring your message to different audiences and navigating sensitive conversations with maturity
• Bring a bias for action and results, prioritizing ruthlessly and maintaining urgency without sacrificing quality or team health

The expected base pay range for this position is $144,000 - $225,000, based on a variety of factors including qualifications, experience, and geographic location. In addition…