Program Manager, Talent & AI Enablement

🔥 1 hour ago

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Headway

501 - 1000 employees

Founded 2019

🏥 Healthcare

🏪 Marketplace

☁️ SaaS

💰 $100M Series D - Headway on 2024-07

Healthcare • Marketplace • SaaS

Headway is a healthcare technology company (Therapymatch, Inc. ) that operates an insurance-native marketplace connecting people with licensed mental health providers — therapists and psychiatrists — for in-person and online care. Headway matches users with providers by specialty, location, and insurance coverage, handles insurance verification and billing, and offers tools for providers (provider portal and an insurance-native EHR) to reduce administrative burden. The platform partners with 100+ insurance plans, supports many languages, and emphasizes affordable, in-network mental health care.

📋 Description

• Own hiring manager and interviewer enablement end-to-end • Lead end-to-end implementation of AI-powered solutions and programs across TA workflows, from scoping and design through piloting, launch, and iteration • Own Headway’s employee referral program, redesigning the program to activate our existing Headway employee network into a high-quality talent source • Partner cross-functionally across the organization to strengthen Headway’s talent brand to help drive our candidate pipeline goals to support hiring at scale • Design, launch, and scale TA enablement programs, recruiter skill development, tooling onboarding, and documentation that scales with a high-volume, fast-paced hiring environment, increasingly powered by agentic workflows you create • Define success metrics for every program you own; your KPIs will include end users enabled, AI-powered solutions shipped, and sustained adoption across TA and hiring teams, with dashboards that make enablement ROI visible • Pilot and scale AI-assisted approaches across recruiting tasks: job description writing, candidate screening support, interviewer prep, and communication drafting • Champion responsible AI use, partnering with Legal, Compliance, and IT to establish guardrails and ensure AI-assisted hiring workflows comply with data privacy standards and employment law • Gather feedback, read the signal, and iterate on your programs and the workflows underneath them

🎯 Requirements

• You've owned enablement or learning programs end-to-end - 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're already experimenting with building workflows and automations (and eager to go deeper) • You can craft effective prompts across varied workflows and understand how LLMs work well enough to teach others and quality-check their outputs • You're comfortable getting hands-on with AI tools and real data (an ATS, a tooling stack) to make outcomes visible • You bring structure to ambiguity • You've worked in or closely alongside Talent Acquisition and understand the Recruiter's workflow—what makes it harder or easier • You have a strong yet adaptable communication style and can tailor it for different audiences • You have managed complex, cross-functional programs with multiple stakeholders and competing timelines and have a system for keeping things on track • You are as comfortable in a project tracker and a stakeholder update as you are in a workshop or a pilot

🏖️ 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

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