Director of Total Rewards & People Operations, Midi Health
Plus equity
More information about location
Virtual women’s midlife healthcare clinic
Job no longer available
Virtual women’s midlife healthcare clinic
501-1000 employees
Job no longer available
Plus equity
More information about location
501-1000 employees
Company mission
To bring compassionate, high-quality medical care to women 35+.
Role
Who you are
- If you are equal parts strategist and operator — someone who can set direction while rolling up your sleeves — this role offers the chance to shape the employee experience at a company redefining healthcare
- 8–12 years of experience across Total Rewards, Compensation, and/or People Operations
- Minimum 7+ years focused specifically on compensation or total rewards with progressive leadership responsibility
- Deep expertise designing compensation and incentive programs across varied role types and workforce structures
- Experience leading teams in a rapidly growing organization with a hands-on leadership style
- Strong analytical and financial modeling capabilities with the ability to translate data into actionable insights
- Exceptional judgment, discretion, and attention to detail when managing sensitive information
- Comfort leading through ambiguity while building scalable infrastructure
- Certified Compensation Professional (CCP) preferred
What the job involves
- Reports to: VP, People
- Leads: People Operations Team
- Midi is seeking a Director of Total Rewards & People Operations to lead our People Operations function and serve as the organization’s internal expert on compensation and total rewards
- This is a highly visible leadership role for a builder-operator who thrives in fast-scaling environments. You will design and operationalize compensation strategies, elevate our total rewards offerings, and ensure our people infrastructure scales alongside the business
- Build compensation frameworks that attract top-tier talent in a competitive market
- Ensure rewards programs scale thoughtfully with company growth
- Strengthen operational rigor across the employee lifecycle
- Partner with executive leadership on compensation strategy and planning
- Create the infrastructure that supports a high-performing, mission-driven workforce
- Serve as the internal subject matter expert on compensation and total rewards
- Design, evolve, and administer compensation and incentive programs across diverse roles and workforce models
- Own base pay, incentive structures, and equity administration aligned to our compensation philosophy
- Lead company-wide compensation cycles and governance
- Own job architecture, leveling frameworks, and salary bands in partnership with HRBPs and Talent
- Conduct benchmarking, modeling, and compensation analyses to support hiring and retention
- Lead strategy and operationalization of executive compensation programs
- Ensure compliance with wage and hour laws, pay transparency requirements, and pay equity standards
- Own benefits strategy and day-to-day administration, including broker and vendor relationships
- Lead annual renewals and open enrollment with a clear, consistent employee experience
- Continuously assess and enhance total rewards offerings for competitiveness, scalability, and cost effectiveness
- Lead and develop the People Operations team, setting priorities and driving operational excellence
- Own HR systems and tools (HRIS, benefits platforms, broader HR tech stack) in partnership with Corporate IT and Product
- Ensure strong governance, reporting accuracy, and data integrity across people systems
- Drive process optimization across the employee lifecycle — onboarding, transitions, and offboarding — through improved workflows and technology
- Ensure compliance with multi-state employment laws, audits, and reporting requirements in partnership with Finance and Legal
- Own people policies, handbooks, and operational documentation
- Partner closely with Finance on compensation planning, budgeting, and forecasting
- Serve as a trusted advisor to business leaders and HRBPs on rewards and people operations topics
- Collaborate across People, Talent, Finance, and Legal to ensure alignment and consistency
Application process
- Meet with our Talent Partner (30- 45 min)
- Meet with VP People (45 mins)
- Final Team Interviews (3-4 hours)
- Final Executive Interview (1 hr)
Our take
Women’s health is widely known to be an under-researched and undervalued sector of the global health market. So there is considerable opportunity for companies and researchers to delve deeper. Focusing on menopause specifically is Midi Health, founded in 2021.
Midi Health has built an offering that includes telehealth visits, at-home testing and supplement delivery. The company looks to support women through a trying phase, tailoring its approach to individual needs rather than grouping all women into one case - like classic healthcare has tended to do.
A huge win for the company is that the program is supported by major insurance plans in America - creating accessibility for a large number of women. With a large dose of funding, Midi Health continues to scale and expand its services to more states. It achieved unicorn status in 2026.
Steph
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (last 2 of 6 rounds)
Feb 2026
$100m
SERIES D
Oct 2025
$50m
SERIES C
Total funding: $262.9m
Company benefits
- Medical, Dental, and Vision
- 401K
- Flexible Paid Time Off
- Parental Leave
- New Hire Equipment Stipend
- Monthly Remote Work Stipend
Company HQ
Downtown Menlo Park, Menlo Park, CA
Leadership
Joanna Strober
(Co-founder & CEO)Previously Founder and COO of Kurbo Health (acquired by WW in 2018), where they later became SVP. Co-author of Getting to 50/50.
Sharon Meers
(Co-founder & President)Co-founder and Advisor for The People. Previously, worked at Ebay first as Head of Sales and Business Development, and then as Head of Strategic Partnerships. Also Director of Capital Group | American Funds.
Jill Herzig
(Co-founder & Head of Brand Innovation)A vast background in editing within the magazine industry. Went on to become Content Officer for January AI and Senior Director, Content Innovation at WW (formerly Weight Watchers).
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