Throughout Friday's episode of The Real Time, Maher aimed the divisive raid at Trump's Mar-a-Lago home this week, where authorities argue the former president held onto a trove of classified documents after vacating office.
Although Maher initially poked fun at the incident, he cautioned Democrats that the raid has just strengthened the chances of a successful Trump 2024 presidential campaign.
"His fortune was finally falling. The Big Lie was finally losing momentum," Maher announced, referencing Trump's unproven allegation that the 2020 election was stolen.
FROM CONTROVERSY TO COMPASSION: DANIEL SNYDER'S JAW-DROPPING GIFT LEAVES NATION IN AWE
"DeSantis was beating him in the polls; you know who hates this more than anybody? DeSantis," Maher announced of the popular GOP Florida governor. "Like 'I had this in the bag, and now I got to run against President Martyr.'"
Talking with Fox Nation host Piers Morgan and New York City journalist Rikki Schlott, Maher argued that the raid seemed necessary, according to allegations by the US Department of Justice.
WATCH: RFK JR. WILL REVERSE 80 YEARS OF FARM POLICY
Maher and Morgan, however, stated that the incident has been heavily politicized and that the FBI needed to prove to raid Mar-a-Lago was necessary by showing the scope of what was uncovered and what the dangers were for Trump to have those documents.
JAMES CARVILLE'S CONTROVERSIAL CRITIQUE: IS WOKE CULTURE KILLING DEMOCRATIC SUPPORT?
"Is it going to justify this raid or is this going to be a political nightmare?" Maher asked, continuing that he thinks Trump may not even know what was in his documents.
FROM CONTROVERSY TO COMPASSION: DANIEL SNYDER'S JAW-DROPPING GIFT LEAVES NATION IN AWE
Morgan repeated the big question, stating: "If you take a swing this big, you do an unprecedented act, you go and raid Mar-a-Lago with over 30 FBI agents, you've got to land a big punch in terms of evidence."
WATCH: ATF IS SET TO CRIMINALIZE 10 MILLION AMERICANS
"Ultimately, it comes down to what is in these boxes. If it turns out to be the real deal, if it turns out that Donald Trump has violated the Espionage Act, that is a serious crime, and he should be held to account."
INTRUDER SLIPS PAST TSA, BOARDS DELTA PLANE, IN EPIC SECURITY FAILURE
"If it doesn't turn out to be there, then there are legitimate questions, I think, from the Trump supporters about the different standards applied to Donald Trump that haven't been applied to Hillary Clinton, to James Comey, to Hunter Biden and the others."
THE PLOT THICKENS: TRUMP CHEERS ON RFK JR'S RUN, BUT WHY?
Morgan likewise proposed that if Trump gets the GOP nomination to run for president, then it would be what Joe Biden wanted.
FATHER SERVING FIVE LIFE SENTENCES FOR CHILDREN'S DEATHS MAKES SHOCKING PLEA TO GOVERNOR
"If you're Joe Biden, who would you rather face — Donald Trump, who has all the baggage, who has the Jan. 6 investigation ranging several legal actions, all this stuff now… or would you rather face a much younger, more dynamic DeSantis, who hasn't had the baggage?"