headspace

Proposal Manager

headspace

full-time

Posted on:

Location Type: Hybrid

Location: San FranciscoCaliforniaUnited States

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Salary

💰 $81,000 - $100,000 per year

About the role

  • 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.

Requirements

  • 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.
Benefits
  • base salary
  • stock awards
  • comprehensive healthcare coverage
  • monthly wellness stipend
  • retirement savings match
  • lifetime Headspace membership
  • generous parental leave
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
RFP managementRFI managementproposal writingcontent developmentwin strategiesdatabase managementcompliance standardstechnical writingproject managementsales support
Soft Skills
communicationcollaborationorganizational skillstime managementrelationship buildingflexibilityproblem-solvingattention to detailpersuasionadaptability