His mother Dixie, was an art director for several magazines until she eventually joined the family design business.

The ad showed thousands of soda bottles exploding while people make drinks using their Sodastream machines.

[14] In 2010 and 2011, he broadcast a live-streaming online talk show to discuss what he sees as a new relationship between people, brands and culture.

[15] Partnering with friend Rob Schuham and his wife Ana Bogusky, the FearLess Cottage serves as a creative consultancy, business incubator, and media laboratory.

In January 2011, Bogusky and Schuham partnered with designer John Bielenberg to launch COMMON, a creative community for accelerating social ventures under the shared values of a unified brand.

[17] In January 2014, Bogusky joined with Toby Krout, Stephen Groth and Jose Vieitez to launch Boomtown Boulder, a Colorado based Seed accelerator aimed at funding and developing startups in the industries of internet, mobile and software — particularly firms in the media, design, marketing and ad tech sectors.