"Who is Ron DeSantis?" the female narrator asks in the ad's opening.
Gillum told the crowd of mostly supporters that he is a "deep and unapologetic supporter of Israel" and has visited the country three times.
On top of the "Hamilton" tickets, the Florida Commission on Ethics released documents detailing trips the four men had taken to Qatar, New York, Costa Rica, Miami, and Amelia Island.
In a state long considered "purple" for its eclectic political mix, this year's election offers no middle-ground candidate.
But DeSantis, who is backed by President Trump, was packing punches of his own that followed the same line of attack favored by the Commander in Chief. The corresponding number for Gillum: 59 percent.
Laura Perlmutter, wife of Marvel Chairman Isaac "Ike" Perlmutter, has given DeSantis $2 million, while Republican megadonor and casino mogul Adelson and his wife, Miriam, have contributed a combined $500,000 to the Republican.
Like he did during the pair's first meeting on CNN Sunday night, Gillum also sought to turn the issue around on DeSantis by pointing to what he described as Republicans' shoddy treatment of the Federal Bureau of Investigation on Capitol Hill. Though the texts seem to dispute this claim, Gillum continued to maintain it after the records were released, saying his brother handed the tickets to him the night of the show.
"We are grateful for all of the tremendous support we've received". He did not immediately return a request for comment. Many campaign groups have been using text messages as a way to spread their messaging to voters in the 2018 race.
Polls show that Democrat Andrew Gillum has regularly maintained a lead over Trump-endorsed rival Ron DeSantis in the race to become Florida's next governor - and President Donald Trump is now reportedly anxious.
Gillum did not take the president's insults lying down, however, and called out Trump for not having the guts to tag him in his latest tweet.
Florida gubernatorial candidate Andrew Gillum says that anytime a police officer pulls out a weapon, they have gone "too far". And not only do I wish you every success in becoming Governor of Florida, I wish heartily that you could teach some more Democratic politicians to get the job done with the same directness, incisiveness, and vigor that you display.
With the November 6 Florida gubernatorial election approaching, the Republican and Democratic candidates for governor both courted Jewish and pro-Israel voters at local events.
While less personal, the Senate race in Florida is just as close. "Where is the evidence of where you went and how our money was spent to be a junket for you to go to NY and hang out in "Faux News and Friends"?" he asked. He also spoke about the importance of fighting anti-Semitism on college campuses. A monkey screeches, too, referring to the fact that racists have dehumanized Black people by comparing them to apes for centuries.
This puts DeSantis on par with former Democratic gubernatorial nominee Crist in small-donor contributions. Make Republicans explain why they're the favored party of bigots.
Chris King, Gillum's running mate, said Gillum would prevail in a contest about personalities and integrity.
"Of course he lied", an nearly cocky DeSantis said Tuesday during a campaign stop in a Miami deli. He also said that he feels it's important as governor of Florida to have a good relationship with Israel because there's a lot that both Florida and Israel can do economically together.