Drake | $100 Million: Toronto | $400,000: Rolls Royce Phantom

Best known for popularizing the Toronto sound, Drake has been active in the music industry since 2001. When he released his debut studio album in 2010, it was met with critical success, topping the US Billboard 100 right away. He is also an entrepreneur and founded his own record label, OVO Sound, in 2012. What propelled Drake to start his own label was his desire to nurture other artists and produce music on his own terms.

When not busy making songs or making investments, the superstar hangs out in his 50,000 square-feet home in his Toronto home. The eye-popping house was built to last, with solid floors and walls. Drake said he wanted the structure to stand firm for about 100 years. The same character appears in his choice of vehicle. He drives Rolls Royce Phantom worth more than $400,000. The musician clearly knows how to spend his money in style.