Lead and project manage the end-to-end RFP/RFI process, from initial intake to final submission, in partnership with Sales leaders and Account Managers.
Draft persuasive, clear, and differentiating content that aligns with Headspace’s brand voice and unique market positioning.
Intake, assess, and triage RFPs from employers, consultants, and health plans, developing case-specific 'win strategies' alongside Sales leadership.
Support the sales team with post-proposal follow-up questions and additional documentation.
Own and maintain assigned sections of the proposal content database, ensuring all technical and product information is accurate and up to date.
Refresh messaging to reflect ongoing product enhancements, outcomes, and evolving market trends.
Build strong cross-functional relationships with internal Subject Matter Experts (SMEs) and external business partners to streamline information gathering.
Coordinate across departments—including Finance, Legal, Security, and Care teams—to ensure proposal content meets compliance and technical standards.
Manage competing priorities to consistently meet all internal and external deadlines.
Support ad-hoc projects and take on additional responsibilities as the Proposal team evolves.

3+ years of experience responding to healthcare benefit RFPs, RFIs, or complex sales requests.
Deep industry expertise in EAP, behavioral health, health insurance, or wellness, with a strong understanding of the employer and benefit consultant sales cycle.
Proven track record as a Proposal Manager, Analyst, Writer, or Bid Manager.
Mission-aligned professional with prior experience in mental health, wellbeing, health plan, or broader employee benefit sectors.
Bachelor’s degree in English, Communications, Journalism, Business, Marketing, or a related field.
Ability to work effectively in a remote setting, with the flexibility for occasional travel (1–2 times per year) to Headspace’s California headquarters or other offsite locations.

Proposal Manager

Key skills