P. Diddy – Net Worth: $885 million

As a record executive, P. Diddy, or Sean Combs, is quite known for being behind big names in the music scene. These include Usher, Mary J. Blige, and The Notorious B.I.G. He is also a good singer as his debut album, which he released in 1997, was certified as 7x platinum. All his other albums were also commercially successful.

Considering that P. Diddy has gained so much wealth from the sales of his albums and that of those he manages, his financial advisor probably does not object that much. So when he decided to chip away a portion of his $885 million net worth to buy a $39 million house, it was likely met with approval. His Holmby Hills house is strategically located so that he could go to places like The Manor quickly. He has also been seen driving around in his Phantom Drophead Coupe when touring the area. When doing more extensive travel, he would usually use his private jet or yacht.