Jason Whitlock rubbed salt in the wound on Wednesday when he launched a scathing attack on Howard Stern amid the shock jock's uncertain future.
Stern, 71, has hosted the second incarnation of The Howard Stern Show since 2006, but his near 20-year run on SiriusXM's airwaves is in jeopardy as the end of his $500million five-year contract looms.
The Daily Mail reported Tuesday that the host is in 'very serious negotiations' with the radio company on whether he will renew his contract with his show likely to come to an end when his deal runs out.
And, as Stern's career hangs in the balance, controversial sports analyst Whitlock twisted the knife on his own show, 'Fearless with Jason Whitlock.'
'Howard Stern is perhaps the most fraudulent and disappointing media character,' the 58-year-old former columnist began.
Whitlock admitted he had been an initial fan of Stern when he first burst onto the scene but blamed the radio host's drift to the left as the reason behind his demise.
'It's not that I thought he was the ultimate ultimate but I thought he was authentic,' Whitlock continued. 'He was politically incorrect, a shock jock and he was the best at that. And then, this guy pivoted into this woke clown.
'What I find fascinating here is that I think it's the return of Donald Trump and the culture change around Donald Trump that is why SiriusXM is moving off of Howard Stern. The culture no longer supports something as inauthentic as Howard Stern.'
Trump himself weighed in on Stern's future earlier this week when he delivered his own take on why the shock jock may be facing cancellation.
'Howard Stern is a name I haven't heard - I used to do his show, we used to have fun - but I haven't heard that name in a long time,' Trump told reporters Wednesday in the Oval Office. 'What happened he got terminated?' the president asked.
Stern has not yet been terminated, but that didn't stop Trump.
'You know when he went down? You know when he went down?' Trump then said. 'When he endorsed Hillary Clinton, he lost his audience. People said, get me a break. He went down when he endorsed Hillary Clinton.'
Clinton was Trump's 2016 opponent.
Stern also had Trump's 2024 rival, Democratic Vice President Kamala Harris, on his show last year.
The Daily Mail first reported on Tuesday that Stern's SiriusXM show could be set to end after the shock jock's current contract is up.
A show insider said: 'He may do a 1-2 year contract if they can meet him where he wants financially. He doesn’t want to pull the plug on his employees like this.'
A separate source said Stern was considering 'parting ways' with SiriusXM - and that his staff of 'around 95' writers and producers had only recently heard about Stern's indecision over the show's future.
They added the star 'will likely sell his catalogue of shows to replay' on uncensored channels Howard 100 and Howard 101.
'He is off in the summer but this year has been saying "maybe I should retire"', the source said.
It is possible Stern could also return for specials with SiriusXM.
The source claimed Stern was also displeased over SiriusXM 'leaning heavily' on fellow radio star Andy Cohen.
Daily Mail has contacted representatives for Howard Stern, SiriusXM and Andy Cohen for comment and has yet to hear back.
Dubbed the 'King of all Media' - Stern first launched The Howard Stern Show in 1986 on terrestrial radio.
Stern decided to take on the challenge of pulling together interviews over the years where he was able to draw out shocking confessions.
However, in recent years, the radio star's career fell from having 20 million listeners a day to to figures fans believe are as low as 125,000. He has predominantly broadcast from his home over the past five years, citing fears over COVID-19.
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