Mayor Ken Welch faced sustained criticism from multiple challengers at the city's first mayoral debate, hosted by the NAACP St. Petersburg Branch 5130 at the President Barack Obama Main Library. The contentious event revealed the central issues dividing the crowded field, with Welch defending his first term against attacks over hurricane recovery, utility problems, transparency concerns, and failed development projects. Former Governor Charlie Crist, the early polling frontrunner, emerged as Welch's most aggressive critic, using the debate to argue that St. Petersburg has stalled under the mayor's leadership.

The sharpest exchanges centered on Welch's hurricane response and his decision to leave the emergency operations center during storm activity. Crist criticized the mayor for not staying at the operations center, saying "We need leaders who will be on the job." Welch pushed back firmly, noting that he only departed after his shift ended and the storm had shifted away from St. Petersburg. When Welch challenged Crist about his whereabouts during the hurricanes, Crist revealed that his fiancee lived in the hard-hit Shore Acres neighborhood and that the couple experienced flooding. "I'm disappointed in you, Mayor," Crist said. "You ought to be more candid with folks, and be more honest, and be more straightforward, and take care of places like Shore Acres and Southside." Welch countered that the city was thoroughly prepared, noting that 15,000 damaged properties would have been affected regardless of preparation efforts and that the city responded agilely to the disaster.

The candidates also clashed over the failed Moffitt Cancer Center proposal. Crist characterized the decision to reject the project as indefensible, arguing that the city lost the opportunity to bring a respected medical institution to downtown. Welch rebutted by explaining that the proposal involved not just Moffitt but also a partner seeking to build luxury housing, which required a $19 million city subsidy. He said the city refused to compromise its principles by providing the subsidy without securing additional affordable housing commitments. Crist broadened his critique to paint a pattern of failure under Welch, pointing to the collapsed Tampa Bay Rays stadium deal and problems at the Mahaffey Theater.

The debate also featured City Council Member Brandi Gabbard positioning herself as a substantive alternative to both frontrunners, Jail Administrator Maria Scruggs mounting a grassroots campaign, and former Shore Acres Neighborhood Association President Kevin Batdorf attempting to prove his viability despite lacking political credentials. Fire Chief Jim Large did not attend despite receiving an invitation.