https://www.regisacosta.com Regis Joseph Acosta. JD and complex systems builder. Legal tools at enterprise scale, independent ML systems, and a writing community. en-US https://www.regisacosta.com/writing/where-privilege-breaks/ https://www.regisacosta.com/writing/where-privilege-breaks/ Tue, 21 Jul 2026 00:00:00 GMT Attorney-client privilege rests on a confidentiality that most AI deployments quietly dissolve, at a layer of the system that sits below anything the doctrine was written to inspect. A procedural walk through where the protection survives, where it fails, and why those turn out to be two different questions. https://www.regisacosta.com/writing/who-signs-when-the-machine-is-wrong/ https://www.regisacosta.com/writing/who-signs-when-the-machine-is-wrong/ Tue, 02 Jun 2026 00:00:00 GMT AI tools fail differently than people do. They fail fluently, confidently, and without a tell, and the legal profession's entire accountability structure was built for a kind of mistake that announces itself. A note from inside the deployments on what the signature on the filing now certifies. https://www.regisacosta.com/writing/where-do-junior-lawyers-come-from-now/ https://www.regisacosta.com/writing/where-do-junior-lawyers-come-from-now/ Wed, 27 May 2026 00:00:00 GMT The apprenticeship that produced every lawyer alive was never designed. It was a byproduct of cheap junior labor doing necessary tedious work, and automation is collapsing the trade that funded it. A note from inside the room where the bottom rung is being sawn off. https://www.regisacosta.com/writing/two-sides-of-the-same-damaged-coin/ https://www.regisacosta.com/writing/two-sides-of-the-same-damaged-coin/ Tue, 26 May 2026 00:00:00 GMT On Don Draper, Tony Soprano, and why we keep returning to the antiheroes television was last willing to leave unresolved. https://www.regisacosta.com/writing/on-staying-honest-about-ai/ https://www.regisacosta.com/writing/on-staying-honest-about-ai/ Mon, 25 May 2026 00:00:00 GMT An attempt to write about AI from inside the deployments, without evangelism, without refusal, and without the comforts of pretending you aren't already participating.