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Head of Benefits Strategy

Sword
Remote
Full Time
Posted October 9, 2025
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Job Description

The Head of Benefits Strategy is responsible for leading market engagement, shaping product development, and positioning Sword Health as a leader in digital employee health benefits, while collaborating with sales and industry partners to expand the company's presence in the enterprise benefits ecosystem.

Key Responsibilities

  • Serve as a market-facing thought leader in employee benefits and enterprise benefits space
  • Partner with sales team to develop and execute sales strategies related to benefits offerings
  • Engage prospects and industry stakeholders to promote Sword's benefits platform
  • Provide strategic market insights and feedback to influence product development
  • Build and elevate Sword's presence within the HR and benefits ecosystem

Requirements

  • Must be an experienced former employee benefits leader with a proven track record in the employee benefits industry.
  • Must have the ability to serve as a market-facing thought leader and an internal strategic partner to Account Executives within the sales organization.
  • Must have experience in sales strategy, prospect engagement, and industry advocacy to accelerate impact in the enterprise benefits space.
  • Must have the ability to help build Sword's platform within the broader HR and benefits ecosystem and elevate the company as a category leader in digital MSK and holistic employee health.
  • Must be capable of participating in shaping product development by providing market insights and strategic feedback to ensure offerings align with the evolving needs of enterprise buyers.
  • Must have the legal right to work in the United States; no immigration or work visa sponsorship will be provided.
  • Must work full-time, regularly working at least 25 hours per week.

Benefits & Perks

Comprehensive health, dental and vision insurance
Life and AD D Insurance
Financial advisory services
Supplemental Insurance Benefits (Accident, Hospital and Critical Illness)
Health Savings Account
Equity shares
Discretionary PTO plan
Parental leave
401 k
Flexible working hours
Remote-first company
Paid company holidays
Free digital therapist for you and your family

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