Long before he was Don Draper on Mad Men, Jon Hamm was a struggling actor working as a waiter and taking any part he could get. That included an appearance on a dating show in 1995. Hamm was an eligible bachelor on a short-lived show called The Big Date.
In the end, he was not chosen for the big date, a decision the girl probably now regrets. Lucky for us, the episode was recently unearthed and is now on the Internet.