10. Larry King
Larry King, the famous talk show host, seems to be the wealthiest person on the small screen. However, this was not the case in his real life. Before becoming famous as the host of his own talk show, that is, Larry King Live on CNN, he struggled as a small time TV and radio host. He declared bankruptcy twice, as reported by moneyreign.com in a 2013 article. One was filed in 1960 and the other was filed in 1978, when he was $352,000 in debt, which was a huge amount at that point in time. Fortunately, his monetary problems were solved through his CNN talk show and he became popular as the most notable talk show host ever.