Over the years, Ross Levinsohn has proven himself to be an adaptable entrepreneur, advisor and CEO. His career began with entrepreneurship in production services. After operating a successful enterprise for four years, he and his co-founder sold it, and each moved along to a new opportunity. For Levinsohn, that was a gig in promotions and marketing at Time Warner Sports, which was a part of HBO. He coordinated their promotions for five years before going back into production, this time at SportsLine, which was at CBS.
In 1999, Ross Levinsohn joined Alta Vista, which planned to launch a search portal. Though it scrapped the plan by 2001, it left an indelible mark on Levinsohn. He shifted gears a little into technology and its impact on the media. Fox Interactive Sports Media offered him a managerial post, and he accepted. His work there launched the online property into a highly ranked site that gained millions of new visits and readers every year. By 2004, Levinsohn was promoted to be the firm’s CEO. He held the position for two years.
Ross Levinsohn couldn’t stay away from the world of entrepreneurship for long. James Heckman joined forces with him to launch 5to1 in 2006. Their digital advertising agency was a success, and they ran it for four years. Their profits multiplied exponentially each year, and Yahoo bought their company in 2010.
In the 2010s, Levinsohn served as an executive then interim CEO at Yahoo. He also served as the CEO at organizations as varied as Guggenheim Partners and the Los Angeles Times. In 2019, Heckman made contact with Levinsohn regarding a new opportunity at the firm he established in 2010. Maven, Heckman’s media business, had bought or started more than 300 properties in nine years.
The newest Maven acquisition was Sports Illustrated Media. Heckman pronounced that it was in need of new leadership, and he wanted Levinsohn to fill that role. Ready to work with his past business partner once again, Levinsohn agreed. The next year, Heckman announced his plan to retire. Ross Levinsohn took over as Maven’s CEO a few months later.