Program Manager, Talent & AI Enablement

About the role

The Senior TA Program Manager, AI Enablement at Headway is responsible for building and implementing AI-powered solutions that enhance the efficiency and effectiveness of the Talent Acquisition (TA) team and hiring processes. This role involves leading the end-to-end implementation of AI solutions across various TA workflows, from scoping and design through piloting, launch, and iteration.

Responsibilities

• Own hiring manager and interviewer enablement end-to-end
• Lead end-to-end implementation of AI-powered solutions and programs across TA workflows
• Own Headway’s employee referral program, redesigning it to activate the existing Headway employee network as a high-quality talent source
• Partner cross-functionally across the organization to strengthen Headway’s talent brand and drive 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
• Pilot and scale AI-assisted approaches across recruiting tasks such as 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 programs and workflows

Requirements

You must have owned enablement or learning programs end-to-end, designed the experience, managed the rollout, measured the impact, and iterated. You should also be comfortable using AI tools and real data to make outcomes visible, and have a strong yet adaptable communication style to tailor it for different audiences.

Qualifications

• Experience owning enablement or learning programs end-to-end
• Comfort using AI tools and real data to make outcomes visible
• A strong yet adaptable communication style
• Experience working in or closely alongside Talent Acquisition and understanding the Recruiter's workflow

Skills

• Effective prompt crafting across varied workflows
• Understanding of how Large Language Models (LLMs) work
• Ability to teach others and quality-check their outputs
• Structuring ambiguity into structure
• Managing complex, cross-functional programs with multiple stakeholders and competing timelines
• Using project trackers and stakeholder updates

Benefits

• Compensation range: $115,000 - $179,000
• Health and wellness benefits
• Retirement savings
• Equity compensation
• Discretionary bonuses and/or commission
• Additional benefits: Work-from-Home Stipend, Therapy Reimbursement, Parental Leave, Carrot Fertility annual reimbursement and membership, Paid Holidays, Employee Assistance Program (EAP), Training and professional development