# Jon Cooper

> Jon Cooper is the Co-founder and CEO of Overalls, a New York-based insurtech startup that pairs AI-augmented human concierge specialists with employees to handle life's logistics - from childcare coordination to medical billing to passport renewals. A serial entrepreneur who previously built and sold Life.io to Zinnia, Cooper brings 15+ years of insurance and healthcare strategy experience to Overalls, which was named to Fast Company's World's Most Innovative Companies of 2026. The company has raised $15.8M in funding and serves employers seeking to reduce employee stress and boost productivity through its LifeConcierge product.

- **Role:** Co-founder and CEO at Overalls
- **Organizations:** Overalls, Life.io, TriZetto, CodeRyte, WellCare, Oliver Wyman
- **Nationality:** American
- **Education:** MBA, The Wharton School, University of Pennsylvania, BA, University of Pennsylvania
- **Known for:** Founded Life.io in 2012 and successfully exited by selling to Zinnia in 2021, Named to Fast Company's World's Most Innovative Companies of 2026 (#7 in Workplace category), Raised $15.8M in total funding for Overalls across 6 rounds

## Career timeline

- **Early career** — Strategy consultant at Oliver Wyman
- **Mid-2000s** — Group Corporate Development Associate at WellCare
- **Late 2000s** — Manager, Operations at WellCare
- **~2010** — Strategy and Operations roles at CodeRyte
- **~2011-2014** — Chief of Staff at TriZetto; helped orchestrate acquisition by Cognizant for $2.7B
- **2012** — Founded Life.io, a behavioral insurance customer engagement platform
- **2021** — Sold Life.io to Zinnia
- **2021-08** — Co-founded Overalls with Emily Johnson and David Pass
- **2022-06** — Overalls raised $4.6M seed round led by RPM Ventures with angel investor Jerod Mayo (former NFL player)
- **2024-09** — Overalls raised $1.5M additional funding
- **2026** — Overalls named to Fast Company's World's Most Innovative Companies (#7 in Workplace category)

## Achievements

- Founded Life.io in 2012 and successfully exited by selling to Zinnia in 2021
- Named to Fast Company's World's Most Innovative Companies of 2026 (#7 in Workplace category)
- Raised $15.8M in total funding for Overalls across 6 rounds
- Overalls achieves 80+ NPS score - higher than Apple's benchmark
- Played key role in TriZetto's $2.7B acquisition by Cognizant
- Overalls named Official Conference Concierge Service for Transform 2025
- Named Top Vendor for Corporate Concierge Services Q4 2024 by Shortlister
- Overalls achieves 3x higher engagement than traditional Employee Assistance Programs
- Fast Company Small and Mighty recognition (2026)

## Latest updates

- **2026-01** — Overalls named to Fast Company's World's Most Innovative Companies of 2026, ranked #7 in the Workplace category
- **2026-01** — Overalls recognized in Fast Company's Small and Mighty category for lean teams achieving outsized impact
- **2025-07** — Jon Cooper featured on thePOZcast discussing transforming employee benefits
- **2025-06** — Jon Cooper featured on Groops Podcast on supporting teams beyond work for better performance
- **2025-01** — Overalls named Official Conference Concierge Service for Transform 2025 global conference
- **2024-12** — Overalls named Top Vendor for Corporate Concierge Services Q4 2024 by Shortlister
- **2024-09** — Overalls closed additional $1.5M funding round

## Links

- Website: https://getoveralls.com
- LinkedIn: https://www.linkedin.com/in/jonathanacooper

---

Profile page: https://yespress.io/jon-cooper
Published by YesPress — https://yespress.io
Last updated: 2026-06-30