VCs are betting on the rule breakers.
Risky markets are starting to feel…safe.
Crypto, sports betting, and even event speculation (sectors that once sat squarely in regulatory gray zones), are now attracting tier-1 capital and serious valuations.
Kalshi worked through the CFTC.
Polymarket (still banned in the U.S.) is reportedly raising $200M at a $1B pre-money.
And venture firms are betting big that a Trump-era resurgence will ease restrictions even further.
I’ve said it before:
We’re in a new era of unbridled capitalism.
Startups in “gray” categories are getting green lights.
Regulators are looking the other way.
And LPs are looking for exposure to massive upside, even if it comes with policy risk.
But here’s the question for founders:
What happens after the boom?
If the economy turns or public scrutiny catches up, are we building habits that will be impossible to unwind?
This window won’t stay open forever.
Use it wisely.
The next 18 months will be wild. What’s your prediction on the future of these risk-on market entrants? Lmk in the comments below! 👇🏾
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