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When the Culture War Comes for the School Board
The 1776 Project PAC says it is deeply concerned about reading scores. Fair enough. It also wants school-board candidates to answer for CRT, DEI, social-emotional learning, gender policy, and whether they will replace “equity-based” curriculum. Apparently phonics now comes with a political questionnaire.
The group has endorsed exactly one Hillsborough County School Board candidate: Brittany Lyssy. It has also reported nearly $72,000 in Hillsborough school-board spending on texting, mail production, and postage. That is a lot of national political money for a race that is supposed to be nonpartisan.
So the obvious question is not whether the 1776 Project cares about schools. It clearly does. The question is what kind of school board it wants to build here, and what it expects from the only Hillsborough candidate it chose to support.
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Following the Money Behind Josie Tomkow
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.
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Ken Gay’s Campaign For Hillsborough School Board Deserves a Much Closer Look
Ken Gay brings nearly four decades of experience in Hillsborough County public schools to the District 6 School Board race. His long career gives voters plenty to respect. But a detailed candidate questionnaire offers a much fuller picture of the political and social views he would bring to the Board.
Gay identifies himself as a conservative Republican and has taken clear positions on school choice, transgender students, sex education, books, guns in schools, religion and the federal role in education. These are not assumptions about his politics. They come from answers Gay submitted himself.
His campaign finances add another layer. The campaign is largely self-funded, while a recently formed company called Faith in Policy has received a substantial share of Gay’s campaign spending. I took a closer look at Gay’s record, his own words and where his campaign money is coming from.
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Cool Classrooms and Common Sense: Why Hillsborough Must Renew the Half-Penny Promise
Florida summer heat is not theoretical. It is a relentless physical reality. Anyone who expects children to concentrate on algebra or reading in an eighty-eight-degree classroom with a dead air conditioner and water dripping into plastic buckets has never spent an afternoon inside an aging Florida school building. You cannot build academic excellence when students and teachers are simply trying to survive the humidity.
Hillsborough Referendum 3 asks voters to renew the half-cent sales tax for another ten years to pay for air conditioning, roof repairs, and security at schools. Opponents talk about tax fatigue, but this is not a new tax. It keeps the same rate as in 2018. If it ends, your grocery bill will not go down, but school maintenance will lose $120 million a year.
The results speak for themselves. Since 2018, the Half-Penny Promise has funded over 750 projects, including air conditioning upgrades at 177 schools, all overseen by an independent Citizen Oversight Committee. Tourists pay about a quarter of the cost, and over $716 million has gone to local contractors and workers in Hillsborough County.
While the state Capitol stays busy manufacturing political culture wars and diverting public funds into private vouchers, local communities must take care of their own. Read the complete breakdown on why renewing this capital surtax is an investment in our kids, our local workforce, and our neighborhood schools.

The Free Lunch Mirage: How Florida Amendment 3 Squeezes Renters and Municipalities
Every politician knows that promising a giant tax cut is an easy way to win an applause line. Florida Amendment 3 dangles that exact bait, promising homeowners an expanded homestead exemption and tighter assessment caps. It sounds like an effortless win until you calculate what actually pays for the fire rescue station down the street.
State analysts project this measure will strip over $8 billion from local budgets across Florida in a single year. That is not trimming bureaucratic fat; it is a fiscal sledgehammer aimed directly at 911 dispatchers, sheriff’s deputies, paramedics, and neighborhood road repairs. When both the Florida Sheriffs Association and statewide firefighter unions sound the alarm, voters need to look past the political marketing.
Because essential emergency services cannot simply be shut down, local communities will be forced to raise utility fees and regressive sales taxes to survive. That leaves working families, retirees on fixed incomes, and renters footing the bill for a tax break they will never see. Read the full analysis on why defunding your local first responders is too high a price to pay for a campaign slogan.

Josie Tomkow, Insurance Reform, and a Trail Worth Following
Florida homeowners have heard “insurance reform” so often that the phrase almost deserves its own ZIP code. But behind that label were years of very real changes to what happens when an insurance company denies or underpays a claim and a homeowner has to fight back.
Josie Tomkow voted yes, again and again, as Florida changed the rules around lawsuits, attorney fees, assignment-of-benefits claims, and insurer liability. Those laws may sound technical, but their effect can be painfully simple: even when policyholders have a valid dispute, taking an insurer to court can now carry more financial risk.
Then there is the campaign money. Tomkow’s contribution records show recurring support from insurers, insurance-industry organizations, civil-justice reform groups, and people tied directly to Florida’s insurance-policy world, including former Insurance Commissioner David Altmaier. This cycle alone, at least $2,500 has come from three interests closely connected to this issue.
No, campaign contributions do not come with thank-you notes for specific votes. But voters are entitled to look at the money, look at the voting record, and decide for themselves whether the two tell a story worth following.
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