# Simon Goodall

> Simon Goodall is the Chicago-area CEO of Caribou, a digital auto-refinance marketplace. His career runs from General Motors and selling cars during college through travel, a 12-year rise at Groupon, and the chief executive seat at Caribou. Across those chapters, his recurring operating thesis is unusually plain: reduce a complicated consumer decision to something useful, build a strong leadership team, and make culture concrete enough to guide hiring, promotion, and accountability.

- **Role:** Chief Executive Officer at Caribou
- **Organizations:** Caribou Financial, Inc., Groupon, World Travel Holdings, General Motors, Living.com, OneCore Financial Network, Willow Creek Community Church
- **Education:** B.S. in Industrial Engineering and Economics, Northwestern University, M.B.A. in Strategy and Finance, Northwestern University - Kellogg School of Management
- **Known for:** Launched and built Groupon Getaways after joining Groupon in 2011., Rose through multiple Groupon operating roles to Chief Revenue Officer with responsibility for global P&L delivery., Appointed CEO of Caribou in September 2023.

## Career timeline

- **College years** — Sold cars in Elgin, Illinois, an experience he later cited when explaining his interest in auto finance.
- **Early career** — Worked at General Motors and at startups including Living.com and OneCore Financial Network.
- **2001-2009** — Held senior roles at World Travel Holdings, including responsibility for private-label travel programs.
- **2011** — Joined Groupon to launch and build Groupon Getaways.
- **2011-2023** — Advanced through Groupon leadership roles spanning Travel, National Brands, Retail, North America Marketing, commercial leadership, and global P&L responsibility.
- **2021-2023** — Served as Groupon's Chief Revenue Officer, responsible for global P&L delivery.
- **2022-present** — Serves in volunteer leadership at Willow Creek Community Church; his LinkedIn lists Board Chair.
- **2023-present** — Became Chief Executive Officer of Caribou in September 2023.

## Achievements

- Launched and built Groupon Getaways after joining Groupon in 2011.
- Rose through multiple Groupon operating roles to Chief Revenue Officer with responsibility for global P&L delivery.
- Appointed CEO of Caribou in September 2023.
- Built out Caribou's leadership team with senior hires in product, finance, revenue, and operations.
- Helped make Caribou's auto-refinance market data and rate comparisons a visible part of the company's consumer offering.

## Latest updates

- **2026-07** — Caribou published Q2 data and Goodall said the company estimates Americans overpay $54 billion annually on auto loans.
- **2026-05** — Appeared on First Alert 4 in St. Louis to discuss auto-refinancing considerations alongside Caribou customers.
- **2026-04** — Appeared in Motley Fool Ventures' Fast Track video to explain Caribou's marketplace, customer savings goal, and use of AI to simplify the experience.
- **2025-11** — Discussed his CEO framework publicly, defining the job around strategy and culture; Caribou also added Chris Winkler as SVP of Revenue & Operations.
- **2025-09** — Caribou hired former Meta payments leader Akshat Thanawala as Chief Product Officer, reporting to Goodall.

## Links

- Website: https://caribou.com
- LinkedIn: https://www.linkedin.com/in/simongoodall
- Twitter/X: https://twitter.com/gocaribou
- Facebook: https://facebook.com/gocaribou

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Profile page: https://yespress.io/simon-goodall
Published by YesPress — https://yespress.io
Last updated: 2026-08-26