Hillsborough School Board District 2: The Choice Between Proven Dedication and Outside Ambition

Is a seat on our local school board up for grabs by the highest out-of-county bidder? For months, the District 2 race was a focused contest between candidates with deep, functional ties to our classroom, including professionals like veteran educator Chris Taylor, who has spent years in the trenches of our district. Chris understands student achievement because he has managed it from the front lines, and his commitment is rooted in the actual lives of the students he has taught and the teachers he has led. His vision is focused on stability, inclusivity, and the professional integrity our schools need to thrive.

In sharp contrast, the late entry of attorney Brittany Lyssy introduces a jarring shift toward outside influence and corporate-backed interests. While Chris Taylor’s support is local and organic, an analysis of Lyssy’s campaign finance reports reveals that nearly 45% of her total donations—excluding personal loans—flow from outside Hillsborough County. Backed by Tallahassee-based PACs and out-of-county law firms, her candidacy suggests an agenda more beholden to a state-level political machine than to our community. Hillsborough deserves a board member whose only “client” is the child in the classroom, not a strategist using our schools as a policy laboratory.

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The Tale of Two Doctors

This entry is in the series 2026 Elections

In a political era where labels are often used as shields, few examples are as stark as the “Dr.” honorific Donna Cameron-Cepeda wears to project authority over Hillsborough County’s $12 billion budget. While she cites her background as a financial analyst for a global corporation, her actual policy record reveals a troubling pattern of “pulling up the ladder” behind her. Having once relied on the very social safety nets and affordable housing she now votes to dismantle, her leadership has become a case study in the disconnect between personal history and public consequence.

The upcoming election presents a rare, high-contrast choice as Dr. Neil Manimala, a board-certified physician, enters the race with a platform centered on “healing” the damage done by recent regressive shifts. While Cameron-Cepeda’s tenure has been defined by culture-war distractions and the defunding of vital community nonprofits, Manimala represents a return to verified, professional competence. With even members of her own party filing to challenge her, the message is clear: Hillsborough is ready for a leader who values evidence over ideology and people over performance.

To understand the full scope of this “Doctor vs. Doctor” showdown and why this race has become a focal point for the future of our county, read the full analysis.

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The Architecture of Abandonment: The Performance of Josh Wostal

This entry is in the series 2026 Elections

In the sterile halls of the Hillsborough County Center, he is known as “Hostile Wostal”—a man who treats the public treasury like a distressed asset ripe for liquidation. While he preens for social media as a fiscal hawk, his actual record is a masterclass in calculated abandonment, trading essential bus routes in South County for high-end sprawl subsidies that line the pockets of mega-developers like Lennar and Homes by WestBay. It isn’t “saving” when you strip the foundation of a community to pave the private driveways of the donor class; it is patrimonialism disguised as prudence.

Wostal’s governance is a performance of cruelty, evidenced by his crusade to defund the Supervisor of Elections and dismiss 100,000 of our neighbors as mere “ghost voters.” This isn’t about the bottom line; it is about rigging the game by silencing the voices he can’t win over. From stranding essential workers on the roadside to attacking the ballot box, Wostal has shown us that he knows the price of everything but the value of nothing. It is time to decide if we want a county that serves its people, or a family business that serves only its patrons. Follow the paper trail and learn more about how we can build a Hillsborough that belongs to everyone.

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Seneca Would Feel Right at Home Today

This entry is in the series The Stoics
This entry is in the series Journey Through Stoicism

Some frustration doesn’t come from a single moment, but builds up slowly. You see decisions that don’t make sense and hear confident words that don’t match reality. Over time, it’s less about disagreement and more about a quiet, steady exhaustion that stays with you.

Seneca lived in a world like this. He didn’t write from a safe distance, but from inside a system full of power, instability, and contradiction. He didn’t ignore the chaos or pretend it didn’t matter. Instead, he asked a tougher question: What part of this is really mine to carry? And what if I let go of the rest?

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The Line You Carry Into the Fire

This entry is in the series The Stoics
This entry is in the series Journey Through Stoicism

You don’t usually meet a man like Epictetus directly. Sometimes you meet him through someone else’s breaking point. For James Stockdale, it was the moment he realized he was about to spend years in a prison camp. His response wasn’t panic or denial. It was a quiet shift. “I’m leaving the world of technology and entering the world of Epictetus.” That line points to something most of us don’t think about until we have to. What do you carry with you when everything else is stripped away?

Epictetus developed his philosophy in conditions most of us will never face, yet its core principles apply to everyday life. The difference between what you can control and what you can’t sounds simple, but it changes everything once you start living it. If you’ve ever felt pulled in every direction by things outside your control, this perspective is worth sitting with. Read more to see how one quiet idea can change the way you meet your life.

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Why Josie Tomkow is Wrong for Tampa

This entry is in the series Florida Legislature
This entry is in the series 2026 Elections

For decades, the “Home Rule” philosophy was the bedrock of Florida governance—the common-sense idea that the people who live in South Tampa and Northwest Hillsborough are better equipped to run their communities than a bureaucrat in a distant capital. But after the 2026 Legislative session, that principle isn’t just under attack; it’s being systematically dismantled. At the center of this power grab is Representative Josie Tomkow, a Polk County resident now seeking to represent Senate District 14. While her campaign paints a picture of “common sense” leadership, her voting record tells a different story: one of a reliable “yes-man” for a Tallahassee establishment that views your local autonomy as an obstacle to be cleared.

From voting to strip your city council of the power to host local cultural festivals to supporting state-level takeovers of local zoning boards, Tomkow has consistently prioritized state authority over your backyard reality. Whether it’s placing barriers at the ballot box for USF students or diverting your tax dollars away from public classrooms, her record is a blueprint for centralization. Senate District 14 doesn’t need a proxy for the Governor’s office; it needs a champion for its own streets. We’re taking a deep dive into the specific “preemption” bills Tomkow supported and why her vision for Florida is a direct threat to the independence of the Tampa Bay area.

[Read the full analysis here: The Death of Home Rule and the Rise of the Polk County Proxy]

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McCarthy in the Mangroves: Florida’s High-Tech Return to the Red Scare

This entry is in the series Florida Legislature

A Flagpole, a Principal, and the New “Thought Police”
If you’ve been following the news in Hillsborough County, you’re likely familiar with the recent “scandal” at Lennard High School—or rather, the scandal that wasn’t. We watched in real-time as Representative Danny Alvarez took to social media to demand a principal’s head over a student walkout that, upon even the slightest investigation, proved to be a non-event handled with textbook safety protocols. It was a classic “Red Scare” tactic: loud, factually hollow, and designed to intimidate. But while the principal’s career was thankfully spared, the mindset behind the attack has just been codified into a terrifying piece of legislation.

HB 945 is currently moving through the Florida legislature, and it should have every citizen—regardless of party—checking their digital locks. The bill seeks to create a new counterintelligence unit with the power to monitor our “patterns of life” and target anyone whose “views or opinions” are deemed “inimical” to the state. In a “Free State” that increasingly feels like a digital panopticon, we are being asked to trust our private data to an administration that can’t even get the facts straight about a local high school gathering.

When “inimical” effectively translates to “unfavorable to the Governor,” we have moved past the era of public safety and into the era of the Thought Police. Backed by a growing, personal “State Guard” militia, this isn’t just a policy shift; it’s a constitutional five-alarm fire. I’ve written a full breakdown of why this return to McCarthyism is a danger to the very fabric of our Republic.
Click here to read “McCarthy in the Mangroves” and see why Florida’s newest law is a direct assault on the First Amendment.

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When Justice Outruns Wisdom

This entry is in the series The Stoic Virtues
This entry is in the series Journey Through Stoicism

“I told her I was ready to give up. I wasn’t. I was frustrated.”

What began as a communication bottleneck in a church office became a lesson in leadership. When drafts moved without review and a public link went live incorrectly, urgency surged. The concern was legitimate. The tone was not. Justice rose quickly. Wisdom lagged behind. Where has urgency outrun wisdom in your week?

In this new essay, I contemplate what the Stoics understood about anger, discipline, and leadership—and why the same dynamic I saw in myself is evident at the highest levels of national leadership. Anger is a signal. It is not a strategy. Wisdom must organize justice, or institutions begin to fray.

Read: When Justice Outruns Wisdom.

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Where in the World is Josie Tomkow?

This entry is in the series Florida Legislature
This entry is in the series 2026 Elections

Or The Ghost of Polk City and the Great Tampa Gamble South Tampa and Downtown are built on a foundation

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Wisdom: The Organizing Virtue

This entry is in the series Journey Through Stoicism
This entry is in the series The Stoic Virtues

What happens when leadership confuses force with wisdom?

Learn a 3-step pause to outthink panic and regain control over decision-making. We are living in a moment when reactivity often masquerades as strength. Foreign policy escalates without proportion. Economic decisions shift with the winds of applause. Dissent is treated as disloyalty. But courage without wisdom becomes recklessness. Justice without wisdom becomes punishment. Temperance without wisdom becomes denial. Something essential is missing when judgment fails at scale.

In this new essay, I reflect on what Stoic wisdom actually looks like — not as abstraction, but as disciplined judgment under pressure. From sleepless nights of personal uncertainty to watching national decisions unfold, I explore why wisdom is the organizing virtue that keeps both a life and a nation from unraveling.

Read more in Wisdom: The Organizing Virtue.

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