While at Yale, Troutwine and Markus Moberg, launched Veritas Prep, a GMAT preparation and MBA admissions consulting company. Veritas Prep has become the world's largest privately ownedtest preparation and admissions consulting company, and now prepares students for the SAT, ACT, and GRE. In January 2019, it was announced that Veritas Prep had been acquired by Varsity Tutors. In recognition of his entrepreneurial endeavors, Forbes magazine named Troutwine their 2002 Forbes Future Capitalist of the Year. Seven years later, Entrepreneur magazine featured Troutwine and Moberg as Top 20 Trailblazers and Trendsetters for 2009. After Troutwine co-founded Freakonomics Media, the Freakonomics franchise grew from its original book to a movie, radio show, more books, and a multimedia website. In 2014, Troutwine co-founded Torn Label Brewing Company in Kansas City, MO. A year later, in 2015, Troutwine co-founded the Los Angeles computer coding academy, Codesmith. In 2016, Codesmith announced it had received over $1 million in funding. As of July 2016, Codesmith alumni had a 96% hiring rate at an average salary of $103,000. Troutwine is an investor and member of the Board of Directors of the crowdfunding and film distribution platform, Seed&Spark. Troutwine is also an advisor to SoloPro, a real estate startup venture founded by former US Army Special Forces officer and Duke University professorTommy Sowers.
In 2013, the Aspen Institute named Troutwine a member of the Henry Crown Fellowship.
Film and Arts
In January 2001, Troutwine established Chad Troutwine Films. His films have premiered at the Sundance Film Festival and the Cannes Film Festival and featured award-winning actors, and directors. In 2008, Troutwine joined Dan O'Meara and Chris Romano at the Green Film Company, a New York-based production company. In 2010, Magnolia Pictures released his documentary adaptation of the New York Times Bestseller Freakonomics. It was the Closing Night gala film at the 2010 Tribeca Film Festival. In 2014, Troutwine's documentary, Print the Legend, won a special jury award at the 2014 SXSW Film Festival. The film was distributed by Netflix. In 2016, Business Insider published the Top 15 Netflix documentaries to "make you smarter about business", a list which included two of Troutwine's films: Print the Legend and Freakonomics.