RuPaul, 58 – $16 Million

When multi-talented television personality, RuPaul, is dressed down he is one of the most masculine men you could encounter. He is usually clad in stylish suits, sporting sophisticated glasses and occasionally, donning western outfits while relaxing in his husband’s ranch in Wyoming.

It’s quite the stark contrast from the fabulous image he portrays on his extremely successful show RuPaul’s Drag Race. In October 2019, RuPaul will be premiering the UK version of the show where he will assume his role as head judge, accompanied by Michelle Visage, Alan Carr, and Graham Norton.