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Here’s Why Thomas Massie Will NEVER Be President
I’d like to tell you a story about a friend of mine…
An old friend.
A past friend.
A “friend” who sadly dropped me like a hot potato a few years ago.
That was super disappointing, but c’est la vie…and that’s not the point of this story anyway.
The point of this story is this person — let’s just call them “Miles” — was brilliant. Still is probably, I assume they’re not dead. I wouldn’t know because they treated me like I had the plague and disappeared faster than Chris Christie heading into a Golden Corral, but I assume they’re still alive.
Anyway, the point is Miles was brilliant. One of the smartest people I ever knew. Pretty much off the charts smart. Creative too. EQ. IQ. Everything.
And a hard worker. Would outwork and outmuscle anyone.
Also top tier character (other than the ditching me part, that was pretty crappy). Someone you would trust your kids with, that kind of a person.
But there was one thing about Miles that I never really noticed until now in hindsight looking back…
Miles was always pulling a rabbit out of his hat at the 11th hour.
Always solving some massive crisis and pulling out the win from the clutches of defeat right at the last moment. Literally often just minutes before total loss, Miles would pull out the win.
Life was always very “hard”.
Each story would leave you breathless as he told it, all the twists and turns and then some last minute heroic act, usually involving staying up all night long, working all night or even many nights in a row, often even in adverse weather conditions usually involving sideways rain, mud, wind and all other forms of extreme weather.
You’d be exhausted by the end of the story when Miles somehow pulled out the win in the literal last possible moments…again and again. Over and over.
Heck, you could throw this man out to live with the raccoons and he’d somehow come back leading the pack.
And I used to think isn’t it amazing that Miles can pull off all these incredible last minute victories over and over — and on one level it sure was.
But as time has gone by, I started to realize that perhaps Miles was somehow putting himself in these situations far too often — likely even subconsciously. It was like he attracted chaos and disorder so that he could then harness and defeat it. And sure enough it was magical each time when he did! We were all captivated listening to him recount his wild victories!
But was all of that really necessary?
Or was there a shorter, more direct, easier path to the same result?
The more I looked back I realized it was Law 10 of Robert Greene’s 48 Laws of Power on full display: LAW 10 – INFECTION: AVOID THE UNHAPPY AND UNLUCKY:
To be clear, Miles wasn’t unhappy or unlucky, quite the contrary.
But it was the same principle at play.
He was somehow attracting all of these wildly chaotic situations and emerging as the hero at the 11:59pm hour each time.
Ok so….why do I tell you all of that?
Well one, it’s a good story right?
But of course I also have a deeper purpose.
I tell you all of that because what I saw in Miles is exactly what I see in Thomas Massie.
Good guy.
Brilliant even!
Principled.
Strong.
Courageous.
In fact, I’ve written positively to praise Thomas Massie many times in the past because he does take principled, correct stands on almost all issues.
But also….impractical? An obstacle to real success? An obstacle to actually making any deal? An obstacle to progress and movement forward? Too smart for his own good?
Almost certainly yes to all.
In case you haven’t been following close enough, I’m talking about Thomas Massie because a massive rift has formed between Massie and Trump and between supporters of each.
President Trump has been hitting massive very hard recently, posting “GET THIS BUM OUT OF OFFICE ASAP!”
And on the flip side, good people like Cassandra over at The Gateway Pundit and Dr. Mary Talley Bowden are loudly voicing their support for Massie:
All my homies support @RepThomasMassie pic.twitter.com/WQE8yJuBmG
— Cassandra MacDonald (@CassandraRules) June 22, 2025
I hope @RepThomasMassie will run for @POTUS.
— Mary Talley Bowden MD (@MdBreathe) June 22, 2025
Here’s where I come down on this debate, and why I told you the story about my old friend Miles…
Believe it or not, I believe you can sometimes actually be “too smart” and “too principled” for your own good.
That may sound crazy and even wrong, but allow me to explain.
Almost NO wildly successful entrepreneurs come from top of their class 4.0 GPA students. Did you know that?
Almost all hugely successful entrepreneurs are B or C students.
Why?
Because the ultra-smart are often so smart that they see 4-5 steps down the road and they usually only see what might happen if things go wrong.
THIS pitfall and THAT pitfall…
Problems abound!
Risks abound!
Things are not PERFECT!
Danger Will Robinson! HALT! Freeze! Do not advance!
And for these people, things need to be PERFECT. They need to be black or white, and just like they have controlled their whole lives in the classroom by studying and acing tests, they need to be able to control things in the real world or they won’t do them.
The problem is, that’s not how the real world works.
The real world is almost always shades of grey, never black and white.
And you don’t get to control most of it either. You can only control how you respond. How you adapt. How you take the BEST course forward, even if it’s not perfect.
You simply advance.
You move forward.
Not that I like him, but as Mark Zuckerberg famously once said, “move fast and break stuff”. And then put it back together later after you’ve already won.
But the A-students can’t do that.
It bothers them. Agitates them. So much so that they’d rather SIT OUT than take an “imperfect” path that they can’t control.
That was Miles.
And that is also Thomas Massie.
Thomas Massie isn’t wrong in 99% of the things he says and the principled positions he takes.
The only problem is, the world is moving on in the meantime.
The “perfect road” never arrives.
And Massie is going to be “right” all the way to total loss.
Take the Big, Beautiful Bill….Massie opposes it.
Why?
Because it has too much spending.
And you know what?
He’s right! It does.
But Massie is not a deal-maker.
Massie allows “great” be the enemy of “good” and which means Massie never even arrives at “good”.
Instead he gets nothing.
No progress.
No wins along the way.
Nothing.
Total loss.
But he was “right”….so that’s worth it, right?
Not really.
President Trump is a dealmaker.
He knows how to pick up every win along the way that he possibly can, even if it’s not 100% right, not 100% perfect. He’s still going to grab as many wins as he can as he just keeps moving forward — and then he’s going to clean up the “not perfect” parts later as best he can.
That’s the Big, Beautiful Bill in a nutshell.
In case you’ve been having trouble following it, allow me to explain it very simply to you…
It’s called the Big, Beautiful Bill because they’ve jammed a lot in here.
Why do that?
Because there’s a unique mechanism in Congress that I won’t go into great detail on right here but basically by doing it this way, at this time, they are able to pass this with a simple 51-49 majority in the Senate instead of the typical 60-votes required for other Bills.
Basically the Senate Republicans have 53 votes right now, and a few RINOs in the mix, so they can only afford to lose 3 votes on the BBB and still allow it to pass. Meanwhile, going a different route would require 60 votes — something they don’t have.
It’s all quite complex, but here’s a very short summary:
How the Big Beautiful Bill Works
1. Uses Reconciliation Process:The bill is being passed through budget reconciliation, a special process that bypasses the filibuster and allows passage with just 51 votes instead of the usual 60.
2. Normally Needs 60 Votes in Senate:Without reconciliation, Democrats could filibuster the bill, forcing Republicans to get 60 votes—which would require at least 7 Democrats to cross over. Very unlikely.
3. Why Reconciliation Allows 51 Votes:Reconciliation is limited to budget-related items (taxes, spending, debt). It cannot be filibustered, so only a simple majority is needed.
4. Makes Tax Cuts Permanent Now:The bill makes the 2017 Trump tax cuts permanent before they expire at the end of 2025. If it passes, the tax rates stay low without interruption.
5. Prevents a 2026 Tax Hike:If no action is taken, the Trump tax cuts automatically expire in 2026, resulting in a major tax hike on most Americans.
Why Doing This Later in a Standalone Bill Fails
6. No Reconciliation Later:Each Congress gets only one reconciliation bill per budget resolution. If Republicans miss this 2025 window, they may lose the chance to use reconciliation later.
7. Standalone Bill Would Need 60 Votes:In 2026, a regular bill to restore the tax cuts would require 60 votes, which is virtually impossible without major Democrat support.
8. Political Landscape Could Shift:After the 2026 midterms, Republicans might lose seats, making it even harder to pass a future tax bill—especially if they lose the Senate or White House.
9. Reinstating vs Extending:Once the cuts expire, reinstating them is legally and politically harder than simply extending them now. It would count as new legislation with higher scrutiny.
10. Big Beautiful Bill Bundles It All:The bill ties tax cuts, spending reforms, and border security into one package, making it easier to unify Republican support. A future tax-only bill would have less leverage and face more opposition.
President Trump knows all of this.
President Trump is a dealmaker.
Heck, Massie knows all of this too, but Massie would rather LOSE if it means taking a principled stand, and President Trump would rather plug his nose and move forward if it means getting the American people massive tax cuts.
That’s the bottom line.
It’s really just that simple.
You have to choose one or the other, and both men and clearly planted their stakes on what they value mosts.
President Trump will take the win right now, get Americans massive tax cuts, and then deal with all of this later in the year. Clean up the bad stuff later, after putting some big wins up on the scoreboard.
Massie would rather be “right” and in exchange for that great privilege of being principled impose on you a massive new tax hike.
No thanks.
You see, Republicans can still cut spending later in the year through the annual appropriations process or a new budget resolution.
But Thomas Massie is principled and stubborn to his own detriment.
More importantly, to YOUR detriment.
Thomas Massie is the living embodiment of “cut off your nose to spite your face”.
What benefit is there to being “right” and “principled” if all you do is constantly lose?
Sorry folks, I don’t want that.
I elected President Trump to be my fighter and this is EXACTLY why.
Thomas Massie would do well to study and learn from President Trump rather than constantly being a thorn in his side.
Thomas Massie needs to learn how to “win”.
He has no idea how to win or how to make deals, he only knows how to be an obstructionist.
In short, he’s “too smart” and “too principled” for his own good — of for YOUR good.
I’ll wrap this up by ending back with the analogy to entrepreneurs.
The A-students are often so smart and so “intellectual” that they can’t ever explain something in simple terms.
They use big words, long sentences, and they lost 90% of the people halfway through whatever long diatribe they’re on.
But the B and C students explain things simply — they get right to the point. They usually also make an emotional connection in doing so. And they draw people in.
If you can’t explain something short and simply, you don’t actually understand it very well.
Thomas Massie can go on as many intellectual and principled rants as he wants, but at the end of the day he never scores any wins.
At the end of the day, he’s just another Rand Paul.
They might be “right” on everything, but they also end up dead last and the history books will barely remember them.
I’m sad I had to write this article.
I’m sad my friend Miles ditched me like I can some form of viral cancer.
I’m sad I have to write this about Massie.
But….c’est la vie.
Now you know.
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