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While today's show marks the beginning of Oprah's 22nd season, Dave is beginning his 25th! After 25 years in late night television, Dave says he still feels the pressure to entertain his audience. "You feel like these people have invested a significant amount of their time and their money to come see you," he says. "So you want them to leave having enjoyed themselves. And to me that's the single biggest pressure each and every day."
When he has time off to kick back and relax, Dave says that if he could be anywhere it would be in Montana on a horse. Dave owns "a comfortable piece of property" there where he says the people and the atmosphere are great. While Dave may not be the one manning the barbeque—"let's not get crazy," he says—he enjoys spending time there with friends.