Headway
Headway4h ago
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Program Manager, Talent & AI Enablement

OperationsProject Manager
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Quick Summary

Overview

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.

Technical Tools
OperationsProject Manager

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 70,000 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, GV, 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.

About the Role

~1 min read

Headway is hiring a Program Manager, Talent & AI Enablement to build the programs that make our TA team and hiring ecosystem more effective. This role sits at the intersection of two of the most important things happening at Headway right now: a significant tooling and process transformation in TA, and a company-wide commitment to AI adoption where every Headwegian is accountable to a measurable benchmark. 

  • Design and run AI adoption programs that enable the TA team to effectively use AI in their workflows
  • Build and manage TA enablement programs: Recruiter skill development, tooling onboarding, and process documentation that scales with a high-volume, fast-paced hiring environment
  • Own hiring manager and interviewer enablement end-to-end
  • Define success metrics for every program you own; building dashboards that make enablement ROI visible
  • Partner cross-functionally to connect TA programs to the broader company strategy
  • You’ve owned enablement or learning programs end-to-end - not just created the content, but designed the experience, managed the rollout, measured the impact, and iterated
  • AI tools are genuinely part of how you work today - you use them, you have opinions about them, and you can teach others to use them
  • You bring structure to ambiguity
  • You’ve worked in or closely alongside Talent Acquisition and understand the Recruiter’s workflow and what makes it harder or easier
  • You have a strong yet adaptable communication style with the ability to tailor your communication for different audiences

What We Offer

~2 min read
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

Location & Eligibility

Where is the job
New York, United States
Remote within one country
Who can apply
US

Listing Details

Posted
May 15, 2026
First seen
May 15, 2026
Last seen
May 15, 2026

Posting Health

Days active
0
Repost count
0
Trust Level
76%
Scored at
May 15, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trust
Headway
Headway
greenhouse

We're building a new mental healthcare system. Tens of millions of Americans seek mental health care every day, but the vast majority never get the care they need. Headway is solving this, and we’re doing it all through software.

Employees
750
Founded
2017
View company profile
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HeadwayProgram Manager, Talent & AI Enablement