# Program Manager, Talent & AI Enablement

**Company:** [Headway](https://hotfix.jobs/companies/headway)
**Location:** Remote
**Role:** Technical Program Management
**Salary:** $115k – $179k/yr
**Skills:** AI, LLMs, Prompt Engineering, ATS, Talent Acquisition, enablement programs, Program Management, Cross-Functional Collaboration, metrics and kpis, recruiting workflows
**Posted:** 2026-07-15

> Build and own end-to-end AI-powered enablement programs for Headway's Talent Acquisition team, including hiring manager training, employee referral redesign, recruiter skill development, and scaling agentic AI workflows across recruiting tasks while defining KPIs and ensuring responsible AI use.

## Job Description

## Responsibilities
- 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
- 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).
- Can craft effective prompts across varied workflows and understand how LLMs work well enough to teach others and quality-check their outputs.
- Comfortable getting hands-on with AI tools and real data (an ATS, a tooling stack) to make outcomes visible.
- Bring structure to ambiguity.
- Worked in or closely alongside Talent Acquisition and understand the Recruiter's workflow—what makes it harder or easier.
- Strong yet adaptable communication style and can tailor it for different audiences.
- Managed complex, cross-functional programs with multiple stakeholders and competing timelines and have a system for keeping things on track.
- Comfortable in a project tracker and a stakeholder update as you are in a workshop or a pilot.

## Nice-to-Haves
- Experience building AI-powered systems or agentic workflows.
- Familiarity with ATS and recruiting tooling stacks.

## Compensation and Benefits
- Expected base pay range: $115,000 - $179,000.
- Eligible for equity grant.
- Comprehensive benefits: Medical, Dental, Vision, HSA/FSA, 401K, Work-from-Home Stipend, Therapy Reimbursement, 16-week parental leave, Carrot Fertility, 13 paid holidays + Holiday Break, Flexible PTO, EAP, training and professional development.

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