# Jason Sprenkle

> Jason Sprenkle is a Santa Rosa Beach-based vacation rental entrepreneur, KeyData co-founder, former CEO and current board member. He co-founded 360 Blue and guest-management software company Glad to Have You, acquired by HomeAway in 2014. A co-founder of The Sonder Project and recipient of the 2026 Shortyz Pioneer Award, he joined sojo as a strategic advisor in September 2026.

- **Role:** Co-founder and Board Member at KeyData; Strategic Advisor at sojo
- **Organizations:** KeyData, 360 Blue, Glad to Have You, The Sonder Project, sojo
- **Education:** Florida State University College of Law
- **Known for:** Helped build 360 Blue from six rentals in 2007 to 237 properties by the end of 2013., Co-founded Glad to Have You, acquired by HomeAway in March 2014 for approximately $16.8 million in cash consideration., Led KeyData for more than eight years before the 2026 CEO transition.

## Career timeline

- **1991-1994** — Attended Florida State University College of Law; Law Review editor.
- **Before 2007** — Worked as a software attorney and luxury real estate developer.
- **2007** — Founded 360 Blue with brother Jeremy, initially managing six vacation rentals.
- **2013** — 360 Blue managed 237 properties by year end.
- **2014** — HomeAway acquired Glad to Have You, co-founded by Sprenkle and Keith Landers.
- **2015** — The Sonder Project began its early school-building work with support from the 360 Blue team.
- **2018** — Key Data Dashboard announced a $2.4 million Series A; Sprenkle was co-CEO.
- **2022** — KeyData announced a $5 million credit facility complementing its $5 million Series B.
- **2026** — Stepped down as KeyData CEO, remained on its board; Dustin Downing succeeded him.
- **2026** — Received the Shortyz Pioneer Award.
- **2026-09** — Joined sojo as strategic advisor; appointment announced September 30.

## Achievements

- Helped build 360 Blue from six rentals in 2007 to 237 properties by the end of 2013.
- Co-founded Glad to Have You, acquired by HomeAway in March 2014 for approximately $16.8 million in cash consideration.
- Led KeyData for more than eight years before the 2026 CEO transition.
- Received the 2026 Shortyz Pioneer Award.
- Co-founded The Sonder Project.

## Latest updates

- **2026-09** — sojo announced Sprenkle as strategic advisor on September 30.
- **2026-09** — KeyData published a September 18 announcement celebrating his 2026 Shortyz Pioneer Award; the award had already been reported in May.
- **2026-05** — KeyData announced a planned CEO transition to Dustin Downing, with Sprenkle retaining a board role.

## Links

- LinkedIn: https://www.linkedin.com/in/jason-sprenkle-451a3320

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Profile page: https://yespress.io/jason-sprenkle
Published by YesPress — https://yespress.io
Last updated: 2026-10-15