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CarGurus was founded in 2006 by Langley Steinert, a co-founder of TripAdvisor. Langley Steinert served as the company's chief executive officer until January 2021, when he became executive chair and was succeeded as CEO by Jason Trevisan, the company's former chief financial officer. The company began as an automotive community blog where consumers could post reviews and questions about local dealers, shops, and types of cars. Dealers expressed interest in advertising on the site, and the company changed its business strategy to connect dealers and consumers by putting inventory on the site along with "Deal Ratings" to help shoppers understand if they were getting a good deal.
From 2009 to 2011, the company's visitor traffic increased from 9 million per month to 21 million per month. Today, CarGurus is one of the most visited automotive shopping websites in the United States, with over 40 million monthly visitors.