Director, Technical Recruiting

Headway is hiring a Director of Technical Recruiting to lead and scale R&D hiring across Engineering, Data, Product, Design, Security, and IT. The role involves setting strategy, designing operating models, and delivering on a mission-critical hiring engine that fuels Headway’s growth.

Requirements

• 7+ years of recruiting leadership experience
• Managing managers and senior recruiters in high-growth, tech-enabled environments
• Scaling technical organizations, building diverse and inclusive teams, and maintaining a high talent bar
• Operating as a business partner to senior leaders, grounding strategies and recommendations in data and market insights
• Operating as a first-principles thinker, grounding decisions in data, disentangling root issues in the funnel, and crafting scalable TA solutions that accelerate hiring
• Communicating with clarity and executive presence, tailoring your message to different audiences and influencing decisions through structured, compelling storytelling
• Demonstrating a bias for operational excellence, continually improving how the team works and removing friction for candidates, recruiters, and stakeholders

Benefits

• Equity compensation
• Medical, Dental, and Vision coverage
• HSA / FSA
• 401K
• Work-from-Home Stipend
• Therapy Reimbursement
• 16-week parental leave
• 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