“As a PR person, by the way, let me just give some of the kids at home some good advice. On the record Bloody Marys? Never a good idea. Always off the record Bloody Marys, always. That is your free tip for the day,” Scott Jennings, former special assistant to President George W. Bush, said, looking directly into the camera.

“I will second that advice,” said former Ted Cruz Communications Director Alice Stewart. “Day drinking with a reporter is never a good idea.”

Jennings also said Giuliani had not helped Trump “at all,” saying Giuliani’s “insertion into this whole thing is the single worst fact for the president.”

“If you really wanted to investigate somebody you thought was corrupt,” Jennings continued, “there are official U.S. government channels [Trump] could use to do that, do it in an appropriate way. But when you send an unappointed unelected minister or ambassador-at-large who is functioning as your personal attorney, maybe on behalf of your campaign, and certainly trying to coordinate with government officials, it muddies the waters and it creates bad facts.”

The Lead host Erica Hill talked about Giuliani’s expressed desire to represent Trump in a Senate impeachment trial and asked former South Carolina State Representative Bakari Sellers if he would advise that course of action.

“No, I wouldn’t advise it,” Sellers said. “But second, let me say I think we would all pay good money to just watch this.”

“Rudy Giuliani is a step away from imprisoning himself,” Sellers continued. “There’s no one else out there who is talking more trying to get themselves indicted more than Rudy Giuliani. I think he needs a lawyer himself, other than trying to represent the president of the United States.”

“In fact,” Sellers said, “I think it’s also fair to say that Rudy Giuliani literally has walked this president to the doorstep of impeachment. I dare say we might not be here were it not for Rudy Giuliani and the way he talks and cavorts around.”

Sellers also said he would feel sorry for Giuliani if he “wasn’t such a criminal.”

“It’s unfortunate,” Stewart said. “Rudy Giuliani, in his day, was a stellar cross-examiner.” But Stewart disagreed with the idea of Giuliani handling Trump’s impeachment case.

“He should absolutely not have anything to do with the impeachment proceedings,” Stewart said. “He should not be on the field. He shouldn’t even be in the parking lot.”

Karen Finney, who was a campaign adviser for Hillary Clinton during her 2016 run for president, said Giuliani’s public persona began to deteriorate when his second term was coming to a close.

“I’ll tell you, as a former New Yorker, part of this slide in terms of his reputation started when he decided he thought he deserved a third term as mayor,” Finney said. “I’ll tell you, New Yorkers said ‘Absolutely not. No way. Thanks for what you did, we’re ready to move on.’”

Having worked for the New York Board of Education while Giuliani was mayor, Finney said Giuliani was a “shifty guy.”

“He is nasty, he does not play by the rules,” Finney said. “The stuff that I saw him doing was very corrupt, very inappropriate.”