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October 3, 2026
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  • Jackie Toledo’s Romance With “School Choice” – Right Temperament for County Commission
  • When Four Times the Votes Doesn’t Mean Four Times the Support
  • Jackie Toledo and the Curious Case of Local Control
  • Two Campaigns, Two Very Different Funding Models
  • Can You Be a Stoic and a Political Activist?
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Deep Something

The site for ranting and reporting by John Masters

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Jackie Toledo’s Romance With “School Choice” – Right Temperament for County Commission
Featured Politics Legislature Society Education County Commission 

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

October 3, 2026 B. John 0
When Four Times the Votes Doesn’t Mean Four Times the Support
Politics Society Crack Pots County Commission Featured Places Tampa 

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

October 2, 2026 B. John 0
Jackie Toledo and the Curious Case of Local Control
Featured Places Tampa Politics County Commission 

Jackie Toledo and the Curious Case of Local Control

October 1, 2026 B. John 0
Two Campaigns, Two Very Different Funding Models
Featured Politics Election 

Two Campaigns, Two Very Different Funding Models

September 29, 2026September 29, 2026 B. John 0
Can You Be a Stoic and a Political Activist?
Featured Politics Election Stoicism 

Can You Be a Stoic and a Political Activist?

September 26, 2026September 29, 2026 B. John 0
Cool Classrooms and Common Sense: Why Hillsborough Must Renew the Half-Penny Promise
Election Economy Featured Places Tampa Politics 

Cool Classrooms and Common Sense: Why Hillsborough Must Renew the Half-Penny Promise

September 23, 2026 B. John 0
Trading Four Votes for One: The Cynical Math Behind Hillsborough’s Commission Power Grab
Featured Places Tampa Politics Election Legislature 

Trading Four Votes for One: The Cynical Math Behind Hillsborough’s Commission Power Grab

September 23, 2026 B. John 0
The Ballot-Box Bureaucrat: Why Electing Hillsborough’s Superintendent Is Bad for Business and Worse for Classrooms
Society Education Featured Places Tampa Politics Legislature 

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

September 23, 2026September 23, 2026 B. John 0

Latest

Check here for the latest topics not shown in the featured section.

The Free Lunch Mirage: How Florida Amendment 3 Squeezes Renters and Municipalities
Economy Featured Politics Legislature 

The Free Lunch Mirage: How Florida Amendment 3 Squeezes Renters and Municipalities

September 22, 2026 B. John 0
This entry is in the series 2026 Elections
This entry is in the series Florida Amendments and Referenda-2026

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.

Corporate Welfare in Overalls: The Rural Shell Game of Florida Amendment 2
Featured Politics Legislature 

Corporate Welfare in Overalls: The Rural Shell Game of Florida Amendment 2

September 22, 2026September 22, 2026 B. John 0
Rainy Days and Blue Tarps: Why Hoarding Billions in Tallahassee Won’t Protect Hillsborough
Featured Politics Election Legislature 

Rainy Days and Blue Tarps: Why Hoarding Billions in Tallahassee Won’t Protect Hillsborough

September 22, 2026September 22, 2026 B. John 0
Brittany Lyssy’s School-Board Training Network Deserves a Closer Look
Education Crack Pots Featured Places Tampa Politics Society 

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

September 21, 2026 B. John 0
Josie Tomkow Discovers Homeowner Rights
Featured Places Tampa Politics Legislature Society Crack Pots 

Josie Tomkow Discovers Homeowner Rights

September 21, 2026 B. John 0

Politics

All the hot-button topics about government, state, local, and federal the courts, and the election.

Whose Voice in the Committee Room? Michael Owen, Insurance Cash, and the Squeeze on District 70
Politics Election Legislature Featured 

Whose Voice in the Committee Room? Michael Owen, Insurance Cash, and the Squeeze on District 70

September 20, 2026September 20, 2026 B. John 0
This entry is in the series 2026 Elections

Michael Owen sits where Florida’s property insurance laws are shaped: the House Insurance & Banking Subcommittee. His campaign finance reports also show substantial support from insurance companies, insurance political committees, agents’ groups, and lobbyists. The article examines that money alongside the choices he has made in office.

Owen has shown no shortage of legislative ambition when Hillsborough County government is involved. He sponsored HB 4027, which puts an elected school superintendent before Hillsborough voters, and HB 4029, which would substantially restructure the County Commission. Both measures passed the Legislature and require local voter approval.

That leaves a harder question. With homeowners still confronting steep insurance bills, what has Owen used his seat on Insurance & Banking to do for them? The campaign money does not answer that question by itself, but it makes his legislative record worth examining closely.

This article follows the money, looks at where Owen has chosen to spend his political capital, and asks what those priorities tell District 70 voters about whose concerns are getting attention in Tallahassee.

Josie Tomkow, Insurance Reform, and a Trail Worth Following
Election Legislature Economy Featured Places Tampa Politics 

Josie Tomkow, Insurance Reform, and a Trail Worth Following

September 18, 2026 B. John 0
Let’s Run A Real Education Experiment
Featured Politics Society Education 

Let’s Run A Real Education Experiment

September 16, 2026 B. John 0

Science

This includes discussions on scientific topics that include the environment, weather, medicine, and space.

Negative Visualization
Featured Religion Science Society Stoicism 

Negative Visualization

March 14, 2026 B. John 0
Stoic Practices: Voluntary Discomfort
Stoicism Featured Science 

Stoic Practices: Voluntary Discomfort

October 28, 2025November 30, 2025 B. John 0
Stoic Practices: Contemplation of Nature
Environment Featured Places Tampa Science Stoicism 

Stoic Practices: Contemplation of Nature

October 15, 2025November 30, 2025 B. John 0

Society

We lump a lot under this category including crime, corruption, education and hate groups. This category runs the gamut.

Some Things Should Not Be Run for Profit
Politics Constitution Society Education Crack Pots Business Culture Economy Featured 

Some Things Should Not Be Run for Profit

September 15, 2026 B. John 0
Ken Gay’s Campaign For Hillsborough School Board Deserves a Much Closer Look
Tampa Politics Religion Society Education Gay Issues Featured Places 

Ken Gay’s Campaign For Hillsborough School Board Deserves a Much Closer Look

September 14, 2026September 14, 2026 B. John 0
When “School Choice” Stops Meaning Public Education
Business Economy Featured Places Tampa Politics Society Education Crack Pots 

When “School Choice” Stops Meaning Public Education

September 13, 2026September 13, 2026 B. John 0

Culture

Posts on cultural activities such as theater, art, holidays, and music.

The World Needed Dolly Parton
Music Southern Entertainment Featured Culture Books 

The World Needed Dolly Parton

August 27, 2026 B. John 0
When “Waste” Becomes a Political Word Instead of a Financial One
County Commission Culture Art Featured Places Tampa Politics 

When “Waste” Becomes a Political Word Instead of a Financial One

July 26, 2026 B. John 0
Real Waste, Fake Waste, and Things Republicans Just Don’t Like
Technology Software Culture Crack Pots Art Hate Groups Movies County Commission Theater Featured Places Tampa Politics Society 

Real Waste, Fake Waste, and Things Republicans Just Don’t Like

July 24, 2026July 25, 2026 B. John 0

Religion

This is our section for articles related to religion, especially Methodism, and the Evangelical movement.

What Is the Money For?
Business Economy Featured Religion Society Stoicism 

What Is the Money For?

August 25, 2026 B. John 0
This entry is in the series The Stoics

A single mother stops at a traffic light and hands five dollars to a homeless person. Jeff Bezos pledges $10 billion to fight climate change. Bezos will accomplish far more with his gift. Yet the mother may have given up something she needed.

That distinction sits at the heart of my latest essay. The world’s richest people possess more money than they could spend across several lifetimes. Their fortunes keep growing while the planet warms, public institutions weaken, and millions struggle to survive. Their philanthropy does useful work, though it rarely costs them any comfort or power.

So what is all the remaining money for? The answer takes us through the Gilded Age, the widow’s offering, other religious traditions, private bunkers, life extension, and the strange belief that enough wealth can free someone from the fate shared by every human being.

What Are We Going to Do Now?
Featured Politics Congress Constitution Election Religion Society Culture 

What Are We Going to Do Now?

July 5, 2026July 9, 2026 B. John 0
What We Choose Together
Featured Politics Religion Society Methodism Stoicism 

What We Choose Together

June 12, 2026June 12, 2026 B. John 1

Technology

Discussions on software, hardware, apps, and gadgets.

Attention to the Present Moment
Culture Featured Technology Stoicism 

Attention to the Present Moment

October 6, 2025December 2, 2025 B. John 0
Stoic Practices: Journaling
Featured Technology Software Stoicism 

Stoic Practices: Journaling

September 25, 2025November 30, 2025 B. John 0
Am I A Stoic? AI Says…meh
Deep Thoughts Featured Society Technology Stoicism 

Am I A Stoic? AI Says…meh

August 24, 2025August 25, 2025 B. John 0

LGBT Issues

Here we discuss the politics of the LGBT movement, stories of events in the community, and anything else related to the LGBT community.

A Polite Version of Josh Wostal Is Still Too Much
Education Gay Issues County Commission Featured Places Tampa Politics Election Society 

A Polite Version of Josh Wostal Is Still Too Much

September 3, 2026 B. John 0
Ambition, Attendance, and the Race for HCSB District 2
Featured Places Tampa Politics Election Society Gay Issues Crack Pots 

Ambition, Attendance, and the Race for HCSB District 2

August 31, 2026 B. John 0
Stoic Practices: Role Models
Stoicism Family Featured Fun Stuff Politics Religion Society Gay Issues 

Stoic Practices: Role Models

September 26, 2025November 30, 2025 B. John 0

Fun Stuff

This is a bit of a collection of stories about family, food, friends, and travel.

The Friends Who Walk With Us
Deep Thoughts Featured Friends Fun Stuff Stoicism 

The Friends Who Walk With Us

August 30, 2026August 30, 2026 B. John 2
When Home Changes Hands
Deep Thoughts Family Featured Fun Stuff Places Kings Mountain Stoicism 

When Home Changes Hands

August 25, 2026 B. John 1
The Tuition of Regret
Stoicism Deep Thoughts Family Featured Boone Friends Fun Stuff Places Kings Mountain Tampa 

The Tuition of Regret

June 2, 2026 B. John 0

The Economy

Here are topics on the economy, trade, and business.

What We Owe the Worker
Business Economy Featured Politics Stoicism 

What We Owe the Worker

September 7, 2026 B. John 0
This entry is in the series Journey Through Stoicism

People often see Labor Day as just the end of summer, but its history asks us to remember something more. The day began with workers fighting for safer workplaces, better pay, reasonable hours, and the right to organize. Those fights were never only about economics. They were about dignity.

The Stoics didn’t write about labor rights as we know them, but they believed strongly in justice, cooperation, and the common good. Marcus Aurelius reminded himself that people are meant to work together, and that harm to the community eventually harms everyone. This idea matters now, when many workers still have little control over their pay, safety, schedules, or ability to organize.

This Labor Day, let’s consider what Stoicism can still teach us about work, the value of workers, and what we owe each other in a society that says it honors labor.

Trump Wants the Midterms to Be About Trump
Featured Media Politics Congress Television Economy 

Trump Wants the Midterms to Be About Trump

August 26, 2026 B. John 0
This entry is in the series 2026 Elections

Donald Trump has looked at a 34 percent approval rating and reached a comforting conclusion: Americans have not seen enough Donald Trump. His super PAC is preparing midterm ads built around his record, his speeches, and clips of Trump praising Trump. Apparently, the nation has suffered from a shortage.

The ads will tout stock-market highs, factory output, falling overdose deaths, and other signs of the “Golden Age.” Families will still see grocery bills that keep climbing, gasoline near $4.09 a gallon, and a job market that lost ground in July. The Dow Jones Industrial Average has yet to buy anyone’s groceries.

Trump wants voters to treat the midterms as though his name appears on every ballot. They should accept the invitation. Then they should ask every Republican incumbent whether Trump’s record belongs to them too, which votes lowered costs back home, and why the greatest economy in history remains so difficult for most people to find.

When Justice Outruns Wisdom
Deep Thoughts Economy Featured Politics Presidency Stoicism 

When Justice Outruns Wisdom

February 27, 2026 B. John 0
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.

MoviesView All

Articles related to places important to me or the places we visit.

The Whale – A Movie Review
Culture Movies 

The Whale – A Movie Review

The Inventor: Out for Blood in Silicon Valley-A Movie Review
Featured Society Crime Technology Culture Movies 

The Inventor: Out for Blood in Silicon Valley-A Movie Review

1917 – A Movie Review
Culture Movies Entertainment Featured 

1917 – A Movie Review

Joker-A Movie Review
Culture Movies Entertainment Society 

Joker-A Movie Review

Richard Jewell – A Movie Review
Culture Movies 

Richard Jewell – A Movie Review

Downton Abbey-A Movie Review
Culture Movies Featured 

Downton Abbey-A Movie Review

BlacKkKlansman – A Movie Review
Culture Movies Southern 

BlacKkKlansman – A Movie Review

Media

Covers things like the web, blogging, Radio and television, and print media.

When Elected Officials Skip the Phone Call and Go Straight to the Pitchfork
Featured Media Politics Legislature Society Crack Pots 

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

Do We Define Our Stories, or Do They Define Us?
Media Radio NPR Stoicism Culture Featured 

Do We Define Our Stories, or Do They Define Us?

Melania Trump’s Spokesperson-Stephanie Grisham: Douche Bag of The Day
Corruption Media Politics Society Crime 

Melania Trump’s Spokesperson-Stephanie Grisham: Douche Bag of The Day

New And Improved Deep Something
Media Blogs 

New And Improved Deep Something

I Propose a New Godwin’s Law
Media Society Crack Pots Featured 

I Propose a New Godwin’s Law

The Post – A Movie Review
Media Politics Culture Movies 

The Post – A Movie Review

Places

Here we talk about topics specific to Tampa, Kings Mountain, and other places I've lived or visited.

Daniela Simic Has Been Preparing for This Job for Years
Politics Election General Featured Places Tampa 

Daniela Simic Has Been Preparing for This Job for Years

When Tallahassee Called, Josie Tomkow Answered
Featured Places Tampa Politics Legislature 

When Tallahassee Called, Josie Tomkow Answered

Before We Choose Together
Featured Places Tampa Politics Election 

Before We Choose Together

Mike Suarez Knows Insurance. That’s Why I Have Questions.
Politics Legislature Featured Places Tampa 

Mike Suarez Knows Insurance. That’s Why I Have Questions.

Who Governs Tampa?
Featured Places Tampa Politics Legislature 

Who Governs Tampa?

About Deep Something

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