Deep Something

Stacy Hahn Helped Bring Tallahassee’s Culture War Into Hillsborough Schools

October 15, 2026 B. John 67 Views 0 Comments Ron DeSantis, Stacy Hahn, Hillsborough County Schools, LGBTQ Students, Parental Rights, Freedom to Read, book bans, education culture wars

This entry is in the series 2026 Elections

Stacy Hahn was not just caught up in Florida’s education culture war. She chose a side again and again. She stood with Gov. Ron DeSantis as he called book bans a “hoax,” voted to remove books even when review committees recommended keeping them, and was the only one to vote against a School Board proclamation for Pride Month.

Her record also shows the problem with the phrase “parental rights.” Parents could already limit what their own children checked out. Hahn supported something else: letting some parents decide what all families’ children could read. It seems parental rights only matter until a parent disagrees with Stacy Hahn.

This is personal for me. When I was growing up gay, I had no books to help me understand my feelings or to show me I was not alone. Somewhere in Hillsborough County, a child needs that same reassurance now. Censorship does not feel any softer to children just because it comes from someone with a doctorate and a pleasant smile.

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The Books They Don’t Want Our Children to Read

October 9, 2026October 9, 2026 B. John 128 Views 0 Comments Banned Books Week, Florida Book Bans, Parental Rights, Freedom to Read, Moms For Liberty, Bridget Ziegler, Brittany Lyssy, Hillsborough County Schools

This entry is in the series Hate Groups

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This entry is in the series Florida Legislature

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Growing up, I didn’t have books that helped me understand who I was. People rarely talked openly about being gay,

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Birds of a Feather

October 7, 2026 B. John 88 Views 0 Comments LGBTQ Students, Danny Alvarez, Michael Owen, School Vouchers, Hillsborough County Schools, Ken Gay

This entry is in the series 2026 Elections

This entry is in the series Education

Ken Gay’s latest supporter graphic features Republican state representatives Danny Alvarez, Traci Koster and Michael Owen. Once you look at their education records, the endorsements require very little explanation. Alvarez and Koster backed Florida’s expansion of private-school scholarships and HB 1069, with its restrictions on sexual-orientation and gender-identity instruction and pronoun use. Owen has supported similar school-choice policies and legislation expanding religious expression in public schools.

The consequences of those LGBTQ-related policies are harder to shrug off as another Tallahassee culture-war hobby. Trevor Project research found that LGBTQ+ students attending schools with even one anti-LGBTQ+ policy reported higher rates of anxiety, depression and suicide attempts. Its 2023 research also found lower suicide-attempt rates among students with affirming school supports, including teachers who respected transgender and nonbinary students’ pronouns. Apparently, treating children with dignity has measurable benefits. Who knew?

So “birds of a feather” seems an apt description of the policy overlap. The same group supporting Gay has repeatedly backed moving education dollars toward private alternatives while supporting restrictions that fall particularly hard on LGBTQ+ students. The question behind the endorsements is worth examining: what does that agenda mean inside a public-school system charged with educating every child who walks through its doors?

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Follow the Votes. Follow the Money.

October 5, 2026October 5, 2026 B. John 172 Views 0 Comments Hillsborough County Commission, Campaign Finance, zoning, development interests, Josh Wostal, land use, Homes by WestBay, Hillsborough growth

This entry is in the series 2026 Elections

Josh Wostal likes to remind people that he represents voters across Hillsborough County. Some of those voters have shown up at County Commission meetings, asking commissioners to slow development in their neighborhoods. In several cases, Wostal voted the other way, even when county planning officials recommended denial or found the proposed development inconsistent with the comprehensive plan.

Then there is the money. Builders, developers, construction firms and land-use interests have contributed substantial sums to Wostal’s political operation. In at least two cases, contributors or business networks tied to his campaign also had development matters come before the commission. None of that proves why Wostal cast a particular vote. It does give voters a reason to look closely at who funds his political operation and what happens when development interests come before him.

And those residents standing at the podium asking him to listen? They are countywide voters too.

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Jackie Toledo’s Romance With “School Choice” – Right Temperament for County Commission?

October 3, 2026October 5, 2026 B. John 175 Views 0 Comments Education Funding, School Vouchers, Jackie Toledo, Charter Schools, Public Education, Hillsborough County Commission, School Choice

This entry is in the series 2026 Elections

Jackie Toledo spent six years in the Florida House, where she repeatedly supported legislation expanding charter schools and private-school scholarship programs. Her voting record shows how Florida’s school-choice system grew during her time in Tallahassee.

The changes came almost every year. In 2017, Toledo supported legislation to expand charter schools and share certain local school construction funds with them. By 2021, she had also voted to create and expand the Family Empowerment Scholarship, broaden eligibility, and increase scholarship awards. Meanwhile, traditional public schools remained responsible for educating every enrolled child.

Now Toledo wants to serve on the Hillsborough County Commission. Her legislative record raises questions about her approach to public funding and local responsibility. The full article follows five years of education legislation and examines the choices she made along the way.

Infographic of Wostal's vote total claims

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When Four Times the Votes Doesn’t Mean Four Times the Support

October 2, 2026 B. John 127 Views 0 Comments District 7, Tampa Politics, Hillsborough County, Hillsborough County Commission, Local Government, Josh Wostal, Tampa City Council, voter turnout

This entry is in the series Daily Douche-Bag

This entry is in the series 2026 Elections

Josh Wostal has a unique way of measuring political influence. When people said Hillsborough County doesn’t treat Tampa fairly, he noted that he got far more votes than Tampa’s mayor and at-large City Council members. That sounds impressive until you consider the size of the electorate and voter turnout.

Wostal ran in a countywide November election where 486,230 people voted. Tampa’s at-large council members won their seats in an April runoff with only 25,913 voters. If you compare each candidate to the people who voted in their election, Wostal’s supposed advantage goes away. In fact, some of the votes he mentions came from Tampa residents. So, Hillsborough County is bigger than Tampa. Who would have thought?

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The Ballot-Box Bureaucrat: Why Electing Hillsborough’s Superintendent Is Bad for Business and Worse for Classrooms

September 23, 2026September 23, 2026 B. John 286 Views 0 Comments school referendum, Michael Owen, elected superintendent, Public Education, Hillsborough School Board, Local Governance, Tallahassee preemption

This entry is in the series Education

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Imagine Tampa General Hospital announcing that it will now select its President and CEO through a countywide partisan primary. Picture candidates debating surgical protocols on debate stages, taking a full year off to solicit campaign checks from medical supply reps, and catering to partisan party bosses instead of patient care. No board of trustees would tolerate it, and no major health system would survive it. Yet that is the exact circus Tallahassee politicians want to bring to Hillsborough County Public Schools, the single largest employer in our community.

Proponents dress up the proposal in the language of parental rights and democratic empowerment. But under the current model, the superintendent answers to an elected, seven-member School Board every single day. If the superintendent mishandles district finances, botches bus routes, or mismanages schools, the board can act immediately. Under an elected system, that daily accountability vanishes. The School Board loses its supervisory power, leaving a single partisan politician in charge of a $4 billion budget and 220,000 students, answerable to voters only once every four years.

An even bigger problem is the smaller pool of candidates. Instead of searching the country for experienced school leaders, we would be limited to local registered voters. The best-performing states treat school administration as a professional job, while the only two states that still elect superintendents are not among the top performers.

Injecting culture-war primaries and campaign fundraising into our school system’s executive suite is a disaster waiting to happen. Read the full analysis on why turning school administration into a political prize hurts our students, undermines teachers, and destabilizes our local schools.

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Brittany Lyssy’s School-Board Training Network Deserves a Closer Look

September 21, 2026 B. John 291 Views 0 Comments Moms For Liberty, Bridget Ziegler, Brittany Lyssy, Leadership Institute, Hillsdale College, school board politics, Hillsborough County Schools

This entry is in the series 2026 Elections

This entry is in the series Education

Brittany Lyssy cites her work with the Leadership Institute’s School Board Leaders Program as part of her education-policy experience. A closer look at that program shows a national conservative network built around recruiting, training, and supporting school-board candidates, with direct connections to Moms for Liberty and to policy resources from Hillsdale College and the Heritage Foundation.

One connection deserves particular attention. Bridget Ziegler, an early figure in Moms for Liberty, served in leadership of the same Leadership Institute school-board program where Lyssy worked on communications, policy analysis, ethics, and governance. Public records do not show that Lyssy belonged to Moms for Liberty or adopted every position promoted within that network, but the institutional ties are clear enough to warrant scrutiny.

The larger question is what parts of that philosophy Lyssy would bring to Hillsborough. The full article follows the connections among the Leadership Institute, Moms for Liberty, Hillsdale, Ziegler, and Lyssy’s own policy background, then asks what voters should examine before deciding how much those ties matter.

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Josie Tomkow Discovers Homeowner Rights

September 21, 2026 B. John 170 Views 0 Comments homeowners insurance, attorney fees, Florida insurance reform, Homeowner Claims Bill of Rights, Senate District 14, Josie Tomkow, campaign contributions

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.

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Let’s Run A Real Education Experiment

September 16, 2026 B. John 194 Views 0 Comments Public Education, education policy, School Choice, Florida Schools, Education Funding, School Vouchers, Private Schools, Student Outcomes

This entry is in the series Education

Florida spends about $9,335 per public-school student through its main funding formula. Average private-school tuition is about $13,800. So before we decide private schools produce better results, there is a question worth testing: what would happen if public schools had comparable resources?

The comparison gets more complicated because public and private schools often operate under different rules. Public schools serve students with widely different needs, provide transportation and specialized services, and operate under statewide testing and accountability requirements. Private schools receiving voucher money have different admissions, staffing, testing, and service obligations.

Research does not provide a simple answer that one system always produces better outcomes. Some private-school and voucher programs show gains, others show little difference, and some have produced worse academic results. Once researchers account for differences in family income, parental education, previous achievement, and other factors, much of the apparent private-school advantage can shrink.

So the essay proposes a thought experiment: fund public schools at something close to average private-school tuition while keeping their public obligations intact, or run the test in reverse by asking voucher schools to educate students for the voucher amount under comparable standards. Maybe the real difference is not public versus private education. Maybe it is what happens when one kind of school is simply better funded.

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Some Things Should Not Be Run for Profit

September 15, 2026 B. John 263 Views 0 Comments education policy, public good, School Choice, Florida Schools, Education Funding, Educational Equity, School Vouchers, Public Education

This entry is in the series Education

What if the biggest mistake in Florida’s education debate is assuming schools should work like ordinary businesses?

Markets reward efficiency, control costs, and give consumers choices. Public education has a different job. It has to serve every child, including the student who needs far more support, the student who needs advanced opportunities, and the student whose family could never afford to buy those services on its own.

That is why I think the debate over vouchers and school choice has to go deeper than whether competition can improve some outcomes. The real question is whether K-12 education should be organized around market incentives at all.

In this essay, I look at what happens when we confuse efficiency with public duty, and why some things may work better when the goal is not profit, but making sure everyone is served.

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