Following the Money Behind Josie Tomkow

This entry is in the series 2026 Elections

Campaign finance is so complicated that most voters give up before they get to the interesting part. That may be part of the point. Josie Tomkow has a regular campaign account and two political committees, with millions of dollars coming from business groups, health care interests, developers, insurers, political committees, and party organizations—often with names that don’t reveal who is really behind them.

Insurance stands out. About $92,500 came from companies, organizations, and people involved in property, auto, and casualty insurance. That’s notable on its own, but it’s even more interesting since Tomkow is now running as a candidate who wants to reform insurance, even though her voting record shows support for laws that reduced legal protections for policyholders. Her version of insurance reform has, at times, looked suspiciously like an aid package for the insurance industry.

There’s also at least $94,500 from donors directly connected to data centers, cloud computing, energy, or the infrastructure behind them. Add in big business and development money, plus $50,000 from Publix, and the donor list gets even more interesting. Maybe Publix just expects Tomkow to buy a lot of groceries. The rest of us might want to keep an eye on where the money goes.

Read more

Josie Tomkow Discovers Homeowner Rights

This entry is in the series 2026 Elections

Josie Tomkow says she wants to create a Homeowner Claims Bill of Rights and make sure insurance claims are fully paid. This sounds reassuring, especially in a state where rising premiums and storm losses have made things tough for homeowners. There is just one awkward detail: Florida already has a Homeowner Claims Bill of Rights. Even more, Tomkow spent years voting for laws that made it harder and more expensive for policyholders to challenge insurers when claims were denied or underpaid.

Campaign records also show ongoing support for Tomkow from insurance companies, industry groups, civil-justice organizations, and a former Florida Insurance Commissioner who now works in insurance advisory.

So is this a real change of heart, or just a shift for campaign season? Her voting record, contribution history, and new promises make it worth taking a closer look.

Read more

Seven Checks. One Address. Nothing to See Here… Probably.

This entry is in the series 2026 Elections

What if the most interesting story isn’t who gave to one candidate—but who keeps showing up in multiple County Commission races? That’s exactly what caught my attention while reviewing Donna Cameron Cepeda’s latest campaign finance report. One connected business network accounted for more than one-quarter of her campaign’s monetary contributions, and the same network also appears in Josh Wostal’s filings. There’s nothing illegal about that. In fact, businesses have every right to support the candidates they believe will best serve the community.

But campaign finance reports exist for a reason. They allow voters to see who is investing in our elections and to ask informed questions before casting a ballot. This article doesn’t accuse anyone of wrongdoing. Instead, it examines one business network’s unusually strong financial interest in Hillsborough County Commission races, and asks the question every voter should ask: Why are these races important enough to attract that level of investment?

Read more