He received a bachelor's degree in business administration from St. Norbert College and began producing documentaries after graduation.

He began working with the ex-Lucasfilm team and founding members of Sonic Solutions in 1992, where he served as president and chief executive officer.

[5] Under his leadership, Sonic became one of the largest global providers of premium movies and TV shows via the internet and consumer electronic devices.

[13] Beginning in 2012, he became a board member and CEO of Textura Corp through its IPO listing on the NYSE and through its sale to Oracle in 2016.

"[20][21][22] He sold Sonic to Rovi Corporation in early 2011 at a 66% premium – slightly under $1 billion after stock adjustments to the deal.

In 2019, he hosted a discussion with Apple co-founder Steve Wozniak at the Auto Revolution 2019 event, where Wozniak, an avid proponent for self-driving vehicles, explained that true "Level 5" autonomy, in which cars are completely self-driving, is still a long way from mainstream commercialization.

[31] Habiger sits on the advisory boards for the Heroic Imagination Project,[32] the University of Chicago, and the Network for Teaching Entrepreneurship, which provides entrepreneurial education to young people from low-income communities.