April 28, 2025

Not Like Us: Trump’s Kleptocracy (An Investigation)

Scott Bauer goes undercover (sort of) to figure out sketchy calls on APPL stock. Was Trump's administration behind the trade?

The $4.5 Million Apple Trade That Was Just a Bit Too Perfect

(Opinion) On a quiet Friday afternoon in April, someone placed a bold bet: A $4.5 million short-dated call spread on Apple.

No earnings on deck. No major news expected. Just a sudden push higher—or nothing.

Then, Sunday night, the Trump team announced a surprise: a tariff exemption for consumer tech.

Apple opens Monday, and the stock rips. Twitter went nuts once people put one and one together.

So what happened here… Smart timing or something else?

This trade isn’t suspicious because it was large. It’s suspicious because it was perfect.

The setup. The timing. The news cycle. The execution.

I’m sorry—and I speak on behalf of all of our options gurus who’ve been kicking ass and taking names recently—none of us, and I mean NONE OF US could be so precise.

It’s the kind of thing that makes traders pause. Because sometimes the market isn’t just about price action—it’s about who knows what… and when.

So, I decidedly cracked open a beer and thought hard on how this was even possible. Or, more importantly, who?

1. The White House Leak Theory

The most direct explanation: someone inside the administration saw the tariff memo, made the trade, and cashed in.

Friday trade. Sunday night policy drop. Monday morning payoff. Bada bing, bada boom!

This is so obvious… except for one thing: high-ranking officials have to file public financial disclosures—Periodic Transaction Reports—within 30–45 days. If this trade came from a Cabinet member, we’ll see it eventually.

No one that is close to the action would make that mistake, right? Not personally. No one’s that stupid in that cabinet?

Image courtesy of CNN

Oh yeah… forgot about that. Anyway…

If you did have that information and your name was not Pete Hegseth, you’d wisely pass this information along—to a donor, a friend, a fund manager. Someone who doesn’t leave a paper trail. Which brings me too…

2. The K Street Theory

In D.C., lobbyists often get access to draft policies and briefings. That access doesn’t always come with specifics—but it doesn’t have to.

Say you’re on a tech lobbying team. You’ve been pushing for tariff relief. You hear chatter:

“Electronics could get some breathing room.”

“Watch for a move in April.”

You send a note to clients: “Stay bullish tech.”

One of those clients decides to size up on Apple calls. Not illegal on their end. Not even unusual. But still, it could be very profitable.

Again, I don’t think this theory is the strongest. President Trump is known for his “quid pro quo” relationships but I don’t think this is where he’d help out a fellow friend.

3. The Congressional Staffer Theory

Staffers aren’t the face of Washington. But they know what’s coming.

Hundreds of them, sitting in the rooms where trade policy is discussed. They don’t always trade directly—but they talk. Over drinks. At dinner. At happy hour.

And if you’ve ever been to Hawk ‘n’ Dove or the Capitol Lounge, you know how easy it is for sensitive info to slip.

The STOCK Act was supposed to curb this. It didn’t. Disclosures are late, fines are minimal, and staffers aren’t the ones executing trades. They just nudge the people who do.

4. The Shell Game

Shell companies aren’t illegal. But they are designed to obscure.

Trump’s network is full of them. Hundreds of LLCs tied to properties, operations, or deals.

No employees. No address. Just structure.

If the Apple trade ran through a shell? Good luck finding it. The trade disappears the moment it prints.

5. The Donor Circuit

Trump’s donor class isn’t like most political donors. They don’t write checks and wait for outcomes. They write checks and sit at the table.

A conversation at Mar-a-Lago. A toast at Bedminster. A smirk and a “you’ll like what’s coming.”

That’s all it takes.

A fund manager gets the call. “Tech looks good next week.” They bet big on Apple. Everything else is noise.

No filings. No trail. Just access—and a whisper.

6. The MAGA Whisper Chain

Trumpworld isn’t subtle. Policy teases drop on Truth Social. Insider conversations happen in public. Group chats leak war plans to the wrong Jeff.

In this culture, the boundary between “guess” and “tip” is blurry.

One person hears: “Trump might ease tariffs next week.” Another person hears: “Start looking at Apple.”

The trade happens. Nobody even remembers who said what.

7. The Rogue Trader Theory

It’s possible… unlikely, but a skilled trader could’ve noticed:

  • Apple’s setup was bullish
  • Trump was due for a market-positive pivot
  • Tech had room to run

So they took a shot… A $4.5M shot. With perfect timing.

But here’s the problem: This wasn’t a sector bet. It wasn’t QQQ calls or a long tech position.
It was an Apple call spread—narrow, aggressive, and expiring in days.

That’s not just a hunch.That’s precision.

This trade wasn’t just good… It was too good.

Maybe it came from a whisper inside the White House. Maybe from a family office, a donor circle, or a chat thread on Signal. Or maybe it was a trader who knew the game and knew the cues.

We’ll probably never know unless it was good ole Pete. And funny enough, this may have been the third biggest story of potentially illegal trades coming out of government.

Marjorie Taylor Greene’s $15M Divorce Deal: Financial disclosures show Greene (or her ex-husband) repeatedly timed stock trades around policy events. She’s denied wrongdoing. Since joining Congress, she’s executed 277 trades at a whopping $6.39M volume. And just two weeks ago, she invested in: Adobe, NVIDIA, AMD, Amazon, Apple, ASML, and a dozen others (including Nike). She also just sold treasury bills. Is the market about to rip? Maybe… just maybe. Check out her trades here.


Trump’s “Ban Congress from Trading” Pitch: President Trump has publicly floated the idea of banning members of Congress from trading individual stocks—a move that plays well with voters across the political spectrum, especially amid growing distrust in government. Polls show nearly 70% of Americans support such a ban, with several bipartisan bills introduced over the last few years aimed at restricting or prohibiting Congressional stock trades.


In the end, maybe it was just a lucky trade.

Maybe someone stared deep into their TradeMachine, whispered “Apple,” and channeled a $4.5 million profit out of pure vibes and Red Bull.

Or maybe—just maybe—there’s a version of the market we don’t get to see. A market where information flows faster, disclosures hit slower, and the real edge isn’t technical analysis… it’s proximity to power.

While that’s probably somewhat true, I doubt that’s what happened here. 

about the author:

Scott Bauer

A respected market commentator seen on Bloomberg, Fox Business, CNBC and other major financial networks, Scott Bauer has 30+ years of professional equity and index options experience at the Chicago Board Options Exchange (CBOE) and Chicago Mercantile Exchange (CME) and as a Vice-President/trader for Goldman Sachs. Scott graduated with Honors from the University of Illinois Business School and has taught classes both at his alma mater and at the CBOE.

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