Stop “Asking ChatGPT First” for Legal Advice: Crypto Compliance, Risk, and AI Pitfalls

Chris O’Brien, Partner and Head of the Crypto Practice at Venable LLP, joins Ashton Addison (Crypto Coin Show) for a practical, high-level conversation on what’s changing in US crypto regulation and what that means for builders in 2026. We cover how Web3 companies can engage with regulators without freezing innovation, the most common misconceptions founders have about “being compliant,” and the habits teams can build to reduce legal and enforcement risk as they scale. We also dig into what’s happening in DC right now on market structure and stablecoin legislation, including the Clarity Act and other proposals, plus the real-world scenarios if major legislation does not pass. Finally, Chris shares a grounded take on AI in legal work and why “ask ChatGPT first” can create serious pitfalls around confidentiality, missing context, and false confidence. Timestamps: #Crypto #VenableLLP #CryptoComplianceDC CLARITYAI PITFALLS🔔JOIN OUR FREE NEWSLETTER FOR 100X GAINS🔔: https://cryptocoinshow.substack.com/subscribe