# Kevin MacDonald

> Kevin MacDonald is the co-founder and CEO of Bluesight, the software company founded as Kit Check in 2011 with Tim Kress-Spatz. A Villanova computer science graduate with earlier roles at Sun Microsystems and ODIN Technologies, he helped take the business from a self-funded guest-room operation through venture funding, a 2022 rebrand, and expansion through acquisitions backed by Thoma Bravo.

- **Role:** Co-founder and CEO at Bluesight
- **Organizations:** Bluesight (formerly Kit Check), Sun Microsystems, ODIN Technologies
- **Education:** Bachelor of Science in Computer Science, Villanova University
- **Known for:** Co-founded Bluesight and led it through bootstrapping, venture financing, and private equity investment., Named as an inventor on six patents, according to his public executive biography., Finalist for EY Entrepreneur of the Year in the Washington, DC region in 2015, according to his executive biography.

## Career timeline

- **Before 2011** — Worked in technical and executive roles at Sun Microsystems and ODIN Technologies.
- **2011** — Co-founded Kit Check with Tim Kress-Spatz.
- **2012** — Joined Rock Health; company secured its first two customers.
- **2013** — Kit Check raised a $10.4 million Series A in July.
- **2015** — Kit Check announced a $12 million Series B in January.
- **2022** — Kit Check rebranded as Bluesight on December 5.
- **2023** — Thoma Bravo announced a strategic growth investment and Bluesight acquired Medacist; MacDonald continued as CEO of the combined business.
- **2024** — Bluesight acquired Sectyr in October.
- **2025** — Bluesight announced its acquisition of Protenus on January 9.
- **2026** — Bluesight launched Prism in May and expanded Prism Assistant into PrivacyPro in October.

## Achievements

- Co-founded Bluesight and led it through bootstrapping, venture financing, and private equity investment.
- Named as an inventor on six patents, according to his public executive biography.
- Finalist for EY Entrepreneur of the Year in the Washington, DC region in 2015, according to his executive biography.
- Led Bluesight through acquisitions of Medacist, Sectyr, and Protenus.

## Latest updates

- **2026-10** — On October 14, Bluesight announced Prism Assistant availability in PrivacyPro, with MacDonald commenting on keeping analysis within the application.
- **2026-05** — Bluesight announced the Prism AI platform on May 12.
- **2025-03** — MacDonald and Thoma Bravo partner Carl Press discussed funding, acquisitions, and operating discipline on Best But Never Final; Thoma Bravo featured the episode March 25.

## Links

- Website: https://bluesight.com/
- LinkedIn: https://www.linkedin.com/in/kitcheckkevinmacdonald

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Profile page: https://yespress.io/kevin-macdonald
Published by YesPress — https://yespress.io
Last updated: 2026-10-27