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He is best known for his radio show The Howard Stern Show, which gained popularity when it was nationally syndicated on terrestrial radio from 1986 to 2005. Stern first wished to be on the radio at five years of age.

He landed his first radio jobs while at Boston University.

On some Fridays, members of the Stern crew get together for the Friday Show, a recap of the week's shows and clips from older shows.

Replays of the show can be heard throughout the day on Howard 100 and various times on Howard 101.

Jamie Foxx is a respected Academy Award winner, but when he went on The Howard Stern show on Tuesday, he just couldn’t wait to talk about his sexual exploits in high school! It all went to my head” “Problem was you were getting laid too much,” Stern said.He then tries to get them on the phone and, as soon as you do, talk about sex: "I don't trick women in any shape or form. Be honest." Beaver said he almost had a script for these phone conversations, first telling them to "Tell me about your last date," and, if she doesn't hint at it ending with sex, he ribs her for messing it up.Then he asks point-blank: "Tell me about your sex life." Additionally, Beaver recommended that you don't contact women looking for "intimate encounters" in their profile's “Looking For” section, as it can auto-block you from other daters.From 1976 to 1982, Stern developed his on-air personality through morning positions at WRNW in Briarcliff Manor, New York, WCCC in Hartford, Connecticut, WWWW in Detroit, Michigan, and WWDC in Washington, D. Stern worked afternoons at WNBC in New York City from 1982 until his firing in 1985.In 1985, Stern began a 20-year run at WXRK in New York City; his morning show entered syndication in 1986 and aired in 60 markets and attracted 20 million listeners at its peak.

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