Madefire

• Total Equity Funding: $16.42 million
• Celebrity Investors: Aubrey "Drake" Graham, Kevin Spacey, Nasir "Nas" Jones

Rapper Nas was early to the Madefire party — his investment in a spring 2013 venture round totaling $3.5 million inspired A-listers Kevin Spacey and Drake to jump in on Series B funding for Madefire, which amounted to a much heartier $6.5 million in October of 2016. The digital motion books company announced a startup superteam that same month when they paired with Oculus to create VR comic books. As an actor with a nine-figure net worth, Spacey has made several investments in start-up companies.