315. Phil Ruffin
$2.6 billion Self-made Score: * Source: casinos, real estate age: 82 residence: las vegas dropout, wichita State Ruffin dropped out of Wichita State in 1958 to run a hamburger stand with his buddies. He invested the proceeds in convenience stores, then strip malls, office parks, hotels and eventually properties along the Las Vegas Strip. He bought the New Frontier Hotel & Casino for $165 million in 1998 and flipped it to an Israeli investment firm 9 years later for $1.2 billion, then picked up the Treasure Island casino for $775 million in 2009 during the financial crisis. Today it’s his most valuable holding—well, aside from another immensely important asset: his close ties to President Trump. Ruffin co-owns the Trump International Hotel Las Vegas with Trump and considers him a close friend.