Donald Trump’s entry into the 2016 presidential race has captured the attention of Americans of all political stripes. It seems his speeches and appearances make national news every day, and political junkies and commentators are eagerly awaiting his performance on Super Tuesday.

The mega developer hopes to woo voters across the country with his blunt, no-holds-barred outlook on pressing issues from illegal immigration to national security. He claims that his real estate development skills and business acumen will serve him well in the political arena.

This got us thinking: How many other politicians have also dabbled in real estate or housing? Which have been successful at both? Click through to see our list of five of the more compelling folks who made the jump.