St. Petersburg, Florida, faces financial setbacks after reducing its insurance coverage on Tropicana Field from $100 million to $25 million just months before Hurricane Milton caused significant roof damage estimated at over $47 million. The city had made the changes to save about $275,000 in annual premiums, believing a major storm would not significantly impact the stadium. Now, officials are preparing to spend $6.5 million on temporary waterproofing measures as they await the results of their insurance claim, which may not fully cover the losses. The Tampa Bay Rays may need to seek alternative venues for their games if repairs are not completed by the start of the 2025 season.