Staff Technical Recruiter, Design

Headway

8d•$144,000 - $225,000•Remote

About The Position

Headway's mission is to fix the mental healthcare system by building a new system everyone can access, starting with solving the barrier of insurance. The company has automated the administrative work of credentialing, claims, and payment reconciliation. Over 75,000 providers across all 50 states use their software, serving over 1 million patients. Headway is building tools for therapists, reimagining the experience of finding a therapist, and investing in platform foundations to enable scale. They are a Series D company with over $325M in funding from investors like a16z, Accel, and Spark Capital, seeking exceptional individuals to help achieve their mission and provide meaningful career experiences.

Requirements

6+ years of full-cycle recruiting in high-growth, tech-enabled environments
Meaningful experience hiring senior, director, and VP-level design & creative talent
Deep experience recruiting talent — Product Design or Creative — and are comfortable running senior and executive-level searches
Operate as a trusted advisor to executives, influencing decisions through data, market insight, and structured thinking
Ability to untangle ambiguous or complex searches, build clarity, and drive a repeatable plan that produces predictable outcomes
High agency and operational excellence—you run clean, structured searches that remove friction for both candidates and stakeholders
Think creatively about multi-channel sourcing, building senior pipelines through research, relationship-building, and market mapping
Ability to assess talent with credibility — you understand craft well enough to calibrate a designer’s scope, judgment, and impact
Communicate with clarity, presence, and executive polish, regardless of audience
Care deeply about raising the bar, running inclusive and consistent processes, and strengthening the hiring muscle across the organization

Responsibilities

Run end-to-end design/creative searches, from senior ICs to Director+ leaders, 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 design & creative talent
Use data to drive alignment and decisions, from setting funnel expectations to refining search approach based on real-time signal
Uplevel design hiring quality and consistency, helping teams clarify what “great” looks like, sharpening competencies and portfolio modules, and reinforcing structured decision-making
Build market intelligence on the talent landscape — compensation, org design, talent pools, and how peer companies structure and hire their teams
Ensure best-in-class candidate experience, with executive-grade care for senior 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

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