She may have had her fair share of haters over the years, but it’s safe to say no one despised Kathie Lee Gifford more than Howard Stern did. The outspoken, often unapologetic radio personality spent years taunting and attacking the “Live! with Regis and Kathie Lee” personality on-air — from her career and her Christian views, to her marriage and the scandal surrounding her late husband Frank’s affair back in 1997, per AP News. Instead of sympathizing with Gifford, Stern took the opportunity to take a swipe at the host and mock her on his radio show. “How embarrassed is she?” he said at the time (via Us Weekly) “She looks like the biggest idiot.” 

But the bullying didn’t stop even when Gifford wrote Stern a thoughtful note following his separation from his first wife Alison in 1999. “I was laughing as I read it,” said Stern as he made fun of the letter on-air. He also slammed the gesture as “insincere” and “ridiculous.” “You know, honey, how about just writing: ‘Hey, you’ve goofed on me over the years, but I just wanted you to know how sorry I felt about you and your wife,'” Stern told Gifford on his radio show (via the New York Post). “But she took the opportunity to preach to me about Jesus Christ and God, and it’s just like proselytizing. Come on, honey, get off the high horse and be human for once.”

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Nicki

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