Senior Technical Recruiter, Product

Headway; United States; Remote; USD 122,000 - 190,000; Full time

Benefits offered by this job

Equity Compensation

Medical, Dental, and Vision coverage

HSA / FSA

401K

Work-from-Home Stipend

Therapy Reimbursement

16-week parental leave for eligible

Carrot Fertility annual reimbursement

13 paid holidays

Flexible PTO

Employee Assistance Program (EAP)

Training and professional development

Job summary

Headway is seeking an experienced Senior Recruiter to own product searches across Product Management, Product Design, and Product Analytics/Research. You will partner with senior leaders to design hiring strategies, shape the talent bar, and deliver exceptional outcomes.

You will diagnose ambiguous hiring problems, architect structured search processes, and build world-class pipelines to scale Headway’s product teams nationwide. Remote role with equity opportunities and comprehensive benefits.

Qualifications

• 4+ years of full-cycle recruiting in high-growth environments.
• Experience hiring senior product talent in tech.
• Ability to influence executives with data and market insights.
• Ability to untangle ambiguous searches and build clear plans.
• High agency and operational excellence in structured searches.
• Ability to build senior product pipelines through research and relationship-building.

Responsibilities

• Run end-to-end product searches across the senior IC pipeline, from scope to close.
• Advise on role definition, leveling, search design, and market dynamics.
• Architect structured search plans that diagnose bottlenecks and provide visibility.
• Design and execute targeted sourcing strategies delivering high-quality product talent.
• Use data to drive funnel expectations and refine search approaches.
• Upskill hiring quality and consistency across teams with structured decision-making.
• Build market intelligence on product talent landscapes like compensation and pools.
• Ensure best-in-class candidate experience with executive-level care.
• Collaborate with sourcers and coordination partners for a seamless experience.

Skills

Full-cycle recruiting

Senior product talent

Data-driven decisions

Executive stakeholder management

Multi-channel sourcing

Job description

Location

Remote

Employment Type

Full time

Location Type

Remote

Department

All Cost CentersGeneral & AdministrationPeopleTalent Acquisition

Compensation

• $122K – $190K Offers Equity

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.

1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.

But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.

We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. 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 an experienced Senior Recruiter to help own our product searches — the hires that shape what we build and how fast we build it. In this role, you’ll run end-to-end searches across Product Management, Product Design, and Product Analytics/Research, partnering directly with the CPO, VPs of Product and Design, and their leadership teams to design the right hiring strategy, shape the talent bar, and deliver exceptional outcomes.

As a senior member of the recruiting team, you’ll operate as a true talent advisor and search leader. You’ll diagnose ambiguous hiring problems, architect structured search processes, influence executive stakeholders, and build world‑class pipelines of product talent for some of the most critical roles at Headway. Your work will directly impact our ability to scale sustainably and serve providers and patients nationwide.

You will

• Run end-to-end product searches across the senior IC pipeline, driving everything from role scoping to close and owning the narrative around candidate quality, funnel health, and search strategy
• Partner closely with the CPO, VPs of Product and Design, and their leadership teams, advising on role definition, leveling, search design, talent bar, market dynamics, and how to run a predictable, inclusive hiring process
• Architect structured search plans that diagnose bottlenecks early, set expectations, and give stakeholders clear visibility throughout the process
• Design and execute targeted sourcing strategies that consistently deliver high‑quality product talent
• Use data to drive alignment and decisions, from setting funnel expectations to refining search approach based on real‑time signal
• Uplevel product hiring quality and consistency, helping teams clarify what “great” looks like, sharpening product competencies and case exercises, and reinforcing structured decision‑making
• Build market intelligence on the product talent landscape — compensation, org design, talent pools, and how peer companies structure and hire their product teams
• Ensure best‑in‑class candidate experience, with executive‑grade care for senior product leaders, where thoughtful communication, coaching, and white‑glove touchpoints are essential
• Collaborate with sourcers and coordination partners to ensure a seamless, high‑quality search experience end‑to‑end

You’d be a great fit if

• You bring 4+ years of full‑cycle recruiting in high‑growth, tech‑enabled environments, with meaningful experience hiring senior product talent
• You have deep experience in tech recruiting, huge plus in Product Management and/or Product Design
• You operate as a trusted advisor to executives, influencing decisions through data, market insight, and structured thinking
• You know how to untangle ambiguous or complex searches, build clarity, and drive a repeatable plan that produces predictable outcomes
• You bring high agency and operational excellence—you run clean, structured searches that remove friction for both candidates and stakeholders
• You think creatively about multi‑channel sourcing, building senior product pipelines through research, relationship‑building, and market mapping
• You can assess product talent with credibility — you understand product craft well enough to calibrate a PM’s or designer’s scope, judgment, and impact
• You communicate with clarity, presence, and executive polish, regardless of audience
• You care deeply about raising the bar, running inclusive and consistent processes, and strengthening the hiring muscle across the organization

Compensation and Benefits

The expected base pay range for this position is $122,000 - $190,000, based on a variety of factors including qualifications, experience, and geographic location.

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.

Headway participates in E‑Verify.