For business: Stop treating contracts as a necessary evil. The competitive edge goes to those who figure this out first.
For lawyers: Become system builders, not just contract drafters and reviewers.
My 3 predictions for how AI transforms business transactions and their contracts:
2026 is when the paradigm shift begins. By end of decade, everything changes. 🧵
3/ Contracts become self-executing software.
They’ll negotiate for you. Monitor deliverables. Trigger payments. Flag when the other side isn’t holding up their end.
Contracts stop slowing you down and start working for you.
I’ve spent a career drafting contracts. Now I’m building AI to read them.
Here is the bottleneck: It isn’t the technology. It’s the prose.
We rely on "creative drafting" and nuance that a judge understands but a database hates.
If we want real intelligence, we need structure (ontology), not just better models.
The goal isn't just to make AI read the contract. It's to write contracts capable of being read.
Most athletes (and other talent such as musicians, influencers, gamers, freelancers) sign contracts written by lawyers, reviewed by lawyers, and enforced by lawyers.
But the person signing? Usually not a lawyer.
That asymmetry is where problems start.
3/ AI isn't replacing the $900/hr partner.
It’s for the musician signing away their likeness or the parent staring at a complex NIL deal.
When 90% of business happens without a lawyer, AI becomes the great equalizer. Better than nothing isn't a start—it's a revolution.
1 (of 3)/ Most business advice says: "Never sign without a lawyer."
But when the deal is $5,000 and the legal bill is $2,500, that advice falls apart.
Instead, we do the "Hopeful Scroll": Check the dollar amount, skip the legalese, and hope for the best. 🧵
2/ While the industry debates if AI is "perfect" enough for Big Law, they’re missing the point.
Millions of founders, creators, and freelancers are operating with 0% protection. For them, the choice isn't between AI and a lawyer.
It’s between AI and the void.
Georgia just sued a former LB for $390K over his NIL deal. He signed it, got paid $30K, entered the portal 12 days later and triggered a breach clause. These contracts are enforceable.
https://t.co/aAw8v9JPnX
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