Real-estate developer Harry Macklowe hasn't had much to laugh about in the past year or so, not after having to sell a bunch of buildings he purchased during an ill-timed spree, losing $50 million of his own cash plus what he owed to creditors and putting rather a dent in his reputation. But he could have a backup career as a stand-up comic! The website OldJewsTellingJokes.com got Macklowe to participate in one of their videos, and his comic timing is pretty good. The site's founder tells the Observer that he'll tell two more in the coming months.

Harry Macklowe, “Kleptomaniac” [Old Jews Telling Jokes via NYO]
Related: They Should Live So Long [NYM]