Deep Something

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

May 13, 2026May 13, 2026 B. John 306 Views 0 Comments District 2, Chris Taylor, Brittany Lyssy, Campaign Finance, Local Governance, Tallahassee Influence, Education Leadership, Public Education, Hillsborough School Board

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 Architecture of Abandonment: The Performance of Josh Wostal

April 30, 2026 B. John 260 Views 0 Comments Developer Subsidies, Fiscal Conservatism, Local Government, Voter Suppression, Asset Stripping, Patrimonialism, Hostile Wostal, Hillsborough County Commission, Public Transit

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.

Person sitting contemplatively in a crowd.

Featured Society Stoicism

Hierocles: Expanding the Circle

April 27, 2026April 27, 2026 B. John 171 Views 0 Comments Stoicism, personal growth, moral responsibility, Hierocles, Circles of Concern, Community Engagement, Philosophy in Practice, Social Ethics

This entry is in the series Journey Through Stoicism

This entry is in the series The Stoics

Stoicism often begins as a philosophy of the self. What I control. How I respond. How I stay steady when life shifts in ways I didn’t expect. But the Stoics never intended it to stop there. At some point, the question changes from how I manage myself to how I show up for other people.

In this essay, I introduce the Stoic philosopher Hierocles and his idea of expanding circles of concern. It’s a simple image with challenging implications. Through his teaching and my own experience, I explore what it means to move beyond inward discipline and begin living with a broader sense of responsibility. Read more.

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Why Josie Tomkow is Wrong for Tampa

March 17, 2026 B. John 427 Views 0 Comments Public Education, Josie Tomkow, Tampa Politics, Home Rule, SD 14, Preemption, Local Autonomy, Voter Suppression

This entry is in the series 2026 Elections

This entry is in the series Florida Legislature

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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Negative Visualization

March 14, 2026 B. John 289 Views 0 Comments Stoicism, Resilience, Premeditatio Malorum, personal growth, philosophy, negative visualization, Mindset

This entry is in the series Journey Through Stoicism

This entry is in the series Stoicism Practices

Most people deal with uncertainty in one of two ways. They either worry endlessly about everything that might go wrong… or they assume nothing will. Neither approach prepares us very well for real life.

The Stoics practiced something different. They called it premeditatio malorum — the premeditation of difficulties. Instead of imagining every possible disaster, they briefly considered the challenges that might realistically arise and thought about how they would respond.

This simple mental exercise doesn’t increase anxiety. It reduces it. By removing surprise, it helps us meet life’s difficulties with steadiness rather than panic.

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

March 9, 2026 B. John 374 Views 0 Comments Rep. Danny Alvarez, Government Surveillance, Thought Police, Red Scare, Lennard High School protest, Constitutional Rights, Political Dissent., Florida Politics, DeSantis administration, First Amendment, HB 945, McCarthyism, Florida State Guard

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.

Man walking a road with a walking stick and small bag.

Featured Religion Society Stoicism

Choosing Enough

February 11, 2026 B. John 351 Views 0 Comments philosophy, Temperance, ChoosingEnough, Simplicity, AttentionEconomy, Enough, Stoicism

This entry is in the series Journey Through Stoicism

This entry is in the series The Stoic Virtues

We live in a world that is very good at convincing us that more is always better. More food, more comfort, more information, more outrage, more things. Our phones are built to keep our attention just a little longer. Our culture treats abundance as harmless and excess as normal. But when everything is available all the time, the real question is no longer what we can have. It is what we should choose to take in, and what it is quietly costing us.

Temperance offers an unfashionable answer. Not denial. Not purity. Enough. It asks us to notice our appetites, not just for food, but for attention, certainty, comfort, and stimulation. It invites us to consider whether what we consume is actually nourishing us, or simply keeping us busy and restless. In an age engineered to keep us reaching, choosing enough becomes a quiet act of freedom, one that clears space for presence, joy, and a life that feels more truly our own.

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When Elected Officials Skip the Phone Call and Go Straight to the Pitchfork

February 5, 2026February 5, 2026 B. John 294 Views 0 Comments Student walkout, education policy, Hillsborough County, DeSantis administration, ICE protest, fact-checking, school governance, Civic Engagement, Florida Politics

Apparently, in Florida politics, the due-diligence phase has been replaced by vibes, outrage, and a quick dash to social media. Two Hillsborough County Republican legislators worked themselves into a moral panic over students protesting ICE at a local high school — and then skipped the most basic step of governance: checking the facts. Instead of making a phone call, they fired off a letter demanding an investigation and the permanent revocation of a principal’s educator license. Because when you hear something alarming, why verify it when you can threaten someone’s career instead?

Here’s the inconvenient truth they missed: the protest happened after instructional time. Not during class. Not instead of math or English. After. That small detail didn’t stop Florida’s education commissioner — a hand-picked appointee of the governor — from piling on with a scolding warning about “diverting students from instruction.” Strong language, zero curiosity. What followed wasn’t leadership or oversight. It was performative outrage, public intimidation, and a clear message to educators and students alike: civic engagement is welcome only when it stays quiet, invisible, and politically convenient.

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The Universal Liturgy: Civic Duty as the Fruit of Faith

February 5, 2026 B. John 373 Views 0 Comments public square, Civic Engagement, social holiness, moral responsibility, Wesleyan theology, faith and democracy, justice and compassion

What if voting, showing up at a council meeting, or speaking up for a neighbor weren’t just civic responsibilities, but acts of faith? Many of us treat spirituality as a private matter, safely contained within the walls of a sanctuary. But across religious traditions, the message is consistent: faith that never enters the public square is incomplete.

From John Wesley’s insistence on social holiness, to the prophets’ demand for justice, to Eastern teachings on interconnectedness, belief is proven through action. Civic life is where compassion becomes concrete, and values are tested. Read the full essay to explore why civic engagement may be the most honest expression of faith we have right now.

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Civic Duty as Lived Responsibility

February 1, 2026 B. John 421 Views 0 Comments volunteerism, Wesleyan theology, Stoicism, faith in action, justice, civic duty, social responsibility, community care

This entry is in the series Journey Through Stoicism

Where will someone sleep in your city tonight? Civic duty rarely announces itself. It does not arrive as a moment of clarity or a flood of inspiration. More often, it looks like routine. Mats laid out across a facility space. Meals delivered and set out. Volunteers arriving in shifts through the night so others can sleep indoors when the temperature drops.

We talk about civic duty as an idea, but it is better understood as a practice. It begins when concern becomes action. Not because the work feels noble, but because shared life demands it. When a community faces need, and some people have the capacity to respond, responsibility follows. Not as heroism. As participation.

This essay reflects on civic duty as lived responsibility. Drawing on Stoic philosophy, Wesleyan theology, and a wider moral consensus across traditions, it asks what it really means to show up for others when the work is repetitive, incomplete, and often unseen.

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Justice as Responsibility: A Companion Examination

January 7, 2026 B. John 530 Views 1 Comment justice, Christian ethics, Social Justice, moral responsibility, civic virtue, moral coherence, faith and ethics, justice as practice, Stoic philosophy

This entry is in the series The Stoic Virtues

This entry is in the series Journey Through Stoicism

Justice is one of the most frequently used moral words in public life, and one of the least examined. It appears in politics, religion, social movements, and law. Because it is so familiar, we often assume we mean the same thing when we use it. We usually do not.

Serious moral traditions have resisted reducing justice to feeling or slogan. Stoic philosophy, Christian ethics, and modern research all return to a similar conclusion: Justice is not primarily about emotion or ideology. It is about responsibility. Responsibility to others, to the common good, and to living in a way that keeps belief and behavior aligned.

Seen this way, justice is not a moment or a performance. It is discipline. A steady practice carried out over time. It asks for clarity without cruelty, conviction without self-righteousness, and persistence without spectacle. Justice endures not because it is loud, but because it is rooted.

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