Hybrid Proposal Manager

at headspace

• Job title: Proposal Manager
• Job type: Full Time
• Experience level: Mid level, Senior
• Salary: $81,000 - $100,000 per year
• Degree requirement: Bachelor's Degree
• Location requirements: Hybrid, San Francisco, United States

About the role

• Proposal Manager role at Headspace handling RFPs and RFIs, ensuring alignment with sales and product strategies. Fostering cross-functional teamwork to promote mental health solutions.

Responsibilities

• 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