When Jon Jennings was City Manager, he was working on a plan for the sports complex and New Balance was part of that. Part of that was to build a multi purpose facility between the expo and the ice rink. The ice rink also has plans for another sheet of ice, but covid hit and Jon left the city. The city also has burned a lot of corporate bridges over the years. There are a lot of forces in this city that would not be in favor, the Democratic Socialists and the progressives on the council unless money was going to social services.
Y'all need to take everything Jon Jennings promised with a sports-arena-sized grain of salt. That man was profoundly inexperienced, narcissistic, and legendary for failing to follow through on his schemes – many of which involved non-existent sports venues.
Before he was city manager, in 2011, he was involved in the sports arena proposal for Thompson's Point... and couldn't deliver it, even with a huge subsidy from taxpayers: "A key piece of the project, to be called The Forefront, would be a 48,000-square-foot convention center that would also be a 3,500-seat arena for the Red Claws. It would be attached to a hotel on one side and a music hall on the other that would seat between 1,000 and 2,000 people, Ryan and Jennings said... Jennings said they have discussed the project with banks and haven’t formally approached any, but are confident that the financing will be arranged." (
source).
Just a couple months later, the City Council later gave Jennings and his development team a $31 million TIF deal but fortunately taxpayers weren't on the hook because, even with that much subsidy, he still couldn't get anything built (
source).
There are also storied from current and former city staff that Jennings threw massive temper tantrums in City Hall when he didn't get his way – which might explain the massive turnover among city staff during his tenure.
Finally, he moved to Florida, where he
barely had enough time to torpedo a badly-needed downtown housing project before he got fired by the Clearwater City Council for being so bad at his job (
source).