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Sam Yagan

CEO, Fifth Star Inc

Sam Yagan serves as Founder and CEO of Fifth Star, Inc., a holding company of consumer and consumer-adjacent technology companies, and Co-Founder and Managing Director of Corazon Capital, an early stage venture capital firm. He recently served as the Chief Executive Officer of ShopRunner, Inc., an ecommerce enablement platform; in 2020, he led the sale of ShopRunner to FedEx Corp. (NYSE: FDX). Prior to ShopRunner, Sam served as Vice-Chairman of Match Group (Nasdaq: MTCH), a position he assumed after leading the company as Chief Executive Officer through a period of explosive growth that culminated in its IPO in 2015.  Sam chairs the Boards of SpotHero and Voltage Park and recently served as a lead director of Grindr, Inc., guiding the company  through its IPO in 2022.

Sam’s prior entrepreneurial ventures in the consumer internet sector include SparkNotes (founded in 1999), still the dominant brand of study guides, and eDonkey (founded in 2002), once the largest peer-to-peer file-sharing network in the world. He sold SparkNotes to iTurf, Inc. and then to Barnes & Noble, Inc., where he served as Vice-President and Publisher and oversaw the expansion of the digitally native brand into an expansive multi-platform media business. He also co-founded OkCupid, which he led as its CEO through its sale to Match Group in 2011.  Under his leadership, Match Group incubated and launched Tinder, one of the most successful native mobile apps of all time.

Outside of work, Sam devotes himself to mentoring technology entrepreneurs and civic leaders. In 2009, he co-founded Excelerate Labs (now TechStars Chicago), a leading start-up accelerator, and served as its first Chief Executive Officer. Sam sits on the board of several private companies, including Brilliant Worldwide.. He also advises several venture capital funds, including Hyde Park Venture Partners and the FireStarter Fund, which he co-founded. He has served on Target Corp’s Digital Advisory Council, the Stanford Graduate School of Business Management Board, the board of Chamberlain Group, and as an advisor to Procter & Gamble. He also sits on the boards of nonprofits Start Early and the Rush University Medical Center.

Sam has earned recognition on TIME Magazine’s “100 Most Influential People in the World,” Fortune Magazine‘s “40 Under 40,” Crain’s Chicago “Tech 50″ and “40 Under 40”, Billboard Magazine’s ”30 Under 30,” D Magazine’s “Dallas 500” and ranked #19 on Silicon Alley Insider’s “Most Inspiring and Influential People.” He has received the Chicago Innovation Awards’ “Visionary of the Year Award,” IMSA’s “Distinguished Leadership Award,” the DCIA’s “Pioneer’s Award,” and admission to Chicago Innovation’s Hall of Fame. Sam has testified before the United States Senate Judiciary Committee and has spoken at the CATO Institute, Digital Hollywood, IRCE, the Federal Trade Commission, and numerous other industry events. Sam has a BA with honors in Applied Mathematics and Economics from Harvard College and an MBA from the Stanford Graduate School of Business, where he earned distinction as a Siebel Scholar, an Arjay Miller Scholar, and the Henry Ford Scholar, the award granted to each class’s valedictorian. Sam lives in Chicago with his wife, Jessica, and three kids, Maggie, Jack, and Max.