# Rick Gibbs

> Rick Gibbs is a Burlington, Vermont-based software engineer, entrepreneur and executive. A co-founder and former CTO, president and CEO of Dealer.com, he later held senior product leadership roles at Dealertrack and Cox Automotive. He became CEO of automotive insurance marketplace Polly in August 2023 and is also listed as a senior advisor at Silversmith Capital Partners and a director of E Inc.

- **Role:** Chief Executive Officer at Polly
- **Organizations:** Polly, Dealer.com, Dealertrack Technologies, Cox Automotive, Social Sentinel, Silversmith Capital Partners, E Inc., FRIKINtech (now VehicleLyfe)
- **Education:** BS in Computer Engineering, with a focus on Software Engineering, Clarkson University
- **Known for:** Co-founded Dealer.com and led its technology development before becoming president and CEO., Helped build the company acquired by Dealertrack in 2014 for approximately $1 billion in cash and stock., Led all Dealertrack product development initiatives as co-president beginning in November 2014.

## Career timeline

- **Before 1998** — Consulted for Fortune 500 companies on web applications and interactive training systems.
- **1998** — Co-founded Dealer.com and became its chief technology officer.
- **2010** — Named president of Dealer.com on June 9, retaining the CTO role.
- **2013** — Became CEO and president of Dealer.com effective January 1; appointment announced December 14, 2012.
- **2014** — Dealertrack completed its acquisition of Dealer.com in March; Gibbs became EVP and group president for Digital Marketing Solutions, then co-president in November.
- **2015-2018** — Following Cox Automotive’s acquisition of Dealertrack, served in Cox leadership including president of Software Solutions and EVP and chief product officer; left Cox in 2018.
- **2016** — Began advising and investing in Social Sentinel.
- **2017** — Joined Social Sentinel’s board late in the year.
- **2018** — Became president of Social Sentinel effective October 1.
- **2019** — Joined the founding board of FRIKINtech during its April financing and corporate transition.
- **2020** — Named chairman of FRIKINtech’s board in July.
- **2023** — Appointed CEO of Polly on August 4, succeeding Travis Fitzgerald, who became chief strategy officer.

## Achievements

- Co-founded Dealer.com and led its technology development before becoming president and CEO.
- Helped build the company acquired by Dealertrack in 2014 for approximately $1 billion in cash and stock.
- Led all Dealertrack product development initiatives as co-president beginning in November 2014.
- Served as EVP and chief product officer at Cox Automotive, responsible for product strategy and its technology roadmap.

## Latest updates

- **2026-08** — Polly, where Gibbs remains listed as CEO, released its Q2 2026 embedded auto insurance report on August 19.
- **2025-01** — Polly announced its Professional Insurance Platform for the 2025 NADA Show, with Gibbs commenting on dealership tools and the car-buying experience.
- **2023-08** — Appointed chief executive officer of Polly.

## Links

- LinkedIn: https://www.linkedin.com/in/rickgibbs

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