# Jeff Smedsrud

> Jeff Smedsrud is an entrepreneur based in Scottsdale, Arizona. He co-founded the business launched at HealthCare.com in 2014 and served as its founding CEO, founded Pivot Health in 2016, and later founded Flex Benefits. His career began in association publishing and includes corporate executive roles, business sales and a seven-continent marathon record.

- **Role:** Founder and CEO at Flex Benefits
- **Organizations:** HealthCare.com, Pivot Health, Flex Benefits, The IHC Group, American Independence Corp., Communicating for America, Smedsrud Partners Group
- **Nationality:** American
- **Education:** Minnesota State University Moorhead
- **Known for:** By his March 2014 CEO appointment, had sold four insurance marketing businesses to publicly listed companies., HealthCare.com ranked No. 148 on the 2017 Inc. 500 list., Recipient of the 2023 Don Kampe Lifetime Achievement Award.

## Career timeline

- **1980** — Joined the organization now called Communicating for America as editor of its monthly magazine.
- **1993** — Established the association’s first Washington, D.C. office.
- **1997** — First became CEO of Communicating for America.
- **2014** — Named CEO of the new HealthCare.com business; co-founder and founding CEO.
- **2016** — Founded Pivot Health after leading HealthCare.com from 2014 to 2016.
- **2018** — HealthCare.com acquired Pivot Health in February; he continued leading Pivot and joined the management team.
- **2020** — Discussed HealthCare.com’s Indianapolis expansion in an October interview.
- **2023** — Received ICMG’s Don Kampe Lifetime Achievement Award.
- **2024** — Flex Benefits founding venture was covered in a May 23 trade publication report.
- **2025** — Appeared as founder and CEO of Flex Benefits on an ICMG conference panel in Tampa.

## Achievements

- By his March 2014 CEO appointment, had sold four insurance marketing businesses to publicly listed companies.
- HealthCare.com ranked No. 148 on the 2017 Inc. 500 list.
- Recipient of the 2023 Don Kampe Lifetime Achievement Award.
- Completed marathons on all seven continents.

## Latest updates

- **2026-06** — Published a new LinkedIn article on June 8, 2026.
- **2025-09** — Shared a September 15 Flex Benefits announcement introducing Tyler McClosky as senior advisor and board member.
- **2025-02** — Featured in a February 20 recap of the ICMG conference panel in Tampa as Flex Benefits founder and CEO.

## Links

- Website: https://www.smedsrud.com/
- LinkedIn: https://www.linkedin.com/in/jeffreysmedsrud
- Twitter/X: https://twitter.com/JeffSmedsrud

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Profile page: https://yespress.io/jeff-smedsrud
Published by YesPress — https://yespress.io
Last updated: 2026-10-23