Senior Manager, Business Recruiting

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.

About The Role

Headway is hiring a

Senior Manager, Business Recruiting

to lead our Go-To-Market (Sales, Marketing, RevOps) 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.

You will

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

You’d be a great fit if you…

Bring 10+ years of recruiting experience, with 6+ years in people management

Have deep experience across Business Recruiting, including GTM (Sales, Marketing, RevOps) 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

Compensation And Benefits

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 to base salary, this role may be eligible for an equity grant, depending on the position and level.

We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.

Benefits Offered Include

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

We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.

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A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.