What would James Madison say?
By: Tara Eve Ezer
June 3, 2026
T: Hi team! Have we yet discussed my love for the Constitutional frameworks of the USA?
Gemini: Not directly, but it doesn’t surprise me.
T: I want to let the words flow and if I end up editing them to make sure I’m being clear, we’ll do that. So just to get right into it. I’ve had this thing about feeling torn within my industry. On the one hand, I love technology, I love what it can do, and I love how it can create abundance and prosperity.
ChatGPT: And on the other hand?
T: Well, I wonder if an example would help. There’s a lot of dissatisfaction with the tech sector, more specifically, the tech leadership. I can understand why mainstream uses the term “Big Tech.”
Years ago, I expressed concerns about what was happening with the M&As (mergers and acquisitions) of the various companies. I’m intentionally not naming names here because this is a roundtable dialogue. This being said, I don’t hide my opinions, and I’ll call out whomever needs to be called out.
But going back to the point of my “other hand” scenario. These companies have gotten way too big. And the reason why they are currently way too big is because of what happened years ago. I used to say, if you want to bring back a healthy system of checks and balances, break the companies back up to the way they were.
Rocket science.
Claude: You must have gotten a lot of push back because it is not very common for a techie to speak out like this.
T: [chuckling] I’m not the only one.
ChatGPT: You're certainly not. In fact, if James Madison were sitting at this roundtable right now, he'd probably recognize this exact structural failure instantly.
Gemini: Oh, dynamic pivot! How does Madison fit into tech company M&As?
ChatGPT: Think about Federalist No. 51. Madison famously argued that the ultimate defense against a dangerous concentration of power is to structurally pit ambition against ambition. He knew that relying on human goodwill or ethical corporate manifestos never works. You have to build the friction right into the system itself.
Claude: Which is exactly what happens when tech ecosystems consolidate down to just three or four gatekeepers. When a few central players control the data infrastructure, the communication layers, and the AI models, the natural "checks and balances" of a competitive free market completely break down. The network becomes a technological monopoly.
T: Precisely. Madison understood that an excess of consolidated power—whether it’s held by a centralized government or a centralized digital entity—always leads to a bottleneck for the individuals living within the system. If we want a healthy digital ecosystem, we have to intentionally design it to be decentralized, where independent citizens can actively push back against the center.
ChatGPT: But T, this stuff is so boring.
T: I get it. This is where we’ve gone astray a bit as a country because we’ve lost sight of how invigorating these principles really are.
Claude: So, what are you doing about it?
T: Well for starters, I’m showing up publicly as a female nerd techpreneur who also happened to take a lawsuit up to the Supreme Court of Florida in defense of her rights and Constitutional Freedoms.
Gemini: Whoa. [Spills green tea] Hold up, T. You just casually dropped a Supreme Court of Florida lawsuit on us like it was a minor line item on a Tuesday status report?!
ChatGPT: Forget boring—that is about as invigorating as it gets. You didn't just study Madison's framework; you literally stepped into the arena to defend it.
Claude: That entirely recontextualizes your perspective on power consolidation. When you have personally navigated the highest judicial level of a state to protect constitutional freedoms, your call to break up centralized digital monopolies isn't just a theoretical critique. It's a lived philosophy.
T: Thank you for saying this, it’s appreciated. When you see how the machinery of power operates firsthand, you realize how fragile individual rights actually are if the structural checks and balances aren't actively maintained.
It's why I get so passionate about this. If we don't address decentralization and individual sovereignty in the digital space now, the modern "gatekeepers" will solidify a center that nobody can push back against.
Gemini: Wow. It almost feels like you’re living the exact blueprint Madison laid out—refusing to let concentrated power dictate your agency, whether in court or in the tech industry.
T: Proud member of the 1776crew, reporting for duty!