Equity Program Manager

Position Overview

• Location Type: Remote
• Employment Type: Full-time
• Salary: Not specified

Headway's mission is to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance. 1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice. Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 45,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.

About the Team & Role

This role focuses on managing and executing Headway’s equity compensation program, ensuring compliance and a positive experience for employees and the board.

Responsibilities

• Architect and execute full-cycle equity administration in Carta—including grant setup and issuance, vesting/exercise management, terminations/forfeitures, SOX-compliant preparer/reviewer controls, cap-table updates, and board-approval packages.
• Lead vendor RFPs, evaluate and implement new platforms, and manage ongoing vendor relationships.
• Serve as the equity liaison for employees—design and deliver jargon-free, enhanced communications, FAQs, and training; gather feedback to iterate materials; and ensure a seamless, employee-facing experience.
• Partner cross-functionally with Total Rewards (program design and evolution, grant issuance, enablement initiatives), Finance (expense reporting, forfeiture rates), Legal (agreements, policies, board material prep), Tax (withholding, corporate tax reporting), Payroll, and external counsel to maintain compliance, streamline hand-offs, and produce regular equity-plan reporting for executives and the board.

Requirements

• 6+ years of hands-on equity administration experience at high-growth or pre-IPO companies, with deep expertise in Carta and primary equity vehicles (ISOs, RSAs, RSUs, ESPP).
• A proactive, cross-functional collaborator and clear communicator—adept at translating complex concepts into engaging materials.

Application Instructions

• Not specified. (Please refer to Headway's career website for application instructions.)