Affordable & Accessible: The Democratization of Legal Tech (Tyler Foreman VP of AI - Rocket Lawyer)
In this episode of Technically Legal, Chad Mayne talks with Tyler Foreman, VP of AI at Rocket Lawyer, about the company’s new agentic AI platform, Rocket Copilot, which aims to democratize legal services for small businesses and individuals. Foreman shares his unconventional path from engineering at Intel and DocuSign to legal tech, explaining how his experience with geospatial AI and contract lifecycle management informs Rocket Lawyer’s conversational AI approach. He highlights the most common legal tasks small businesses face—document creation, contract review, and risk assessment—and how generative AI can provide affordable, on‑demand guidance while still connecting users to human lawyers when needed. The discussion also touches on the evolving role of AI leaders in 2026 and the shift from generalist tools to domain‑specific expertise.
Ayana Dow on Updating Crypto Regulation and Preserving the Freedom to Build (Senior Counsel, Defi Education Fund)
In this episode, Chad Main talks with Ayanna Dow, Senior Counsel at the DeFi Education Fund, about the evolving regulatory landscape for decentralized finance and the need for updated crypto legislation. Ayanna shares how her experience on Capitol Hill, at...
Descrybe's Quest to Democratize Legal Research (Kara Peterson & Richard DiBona)
In this episode of Technically Legal, host Chad Main talks with husband‑wife founders Kara Peterson and Richard DiBona about their AI‑native legal research app, Describe. The duo explains how a personal employment dispute during the pandemic led them to discover...
The Uberization of UPL? How AI Is Outpacing the Unauthorized Practice of Law (Ken Crutchfield, Bill Henderson, Jim Doppke)
In this episode of Technically Legal, host Chad Main and guests Ken Crutchfield, Bill Henderson, and Jim Docky explore how large language models are challenging long‑standing unauthorized practice of law (UPL) rules. They discuss real‑world examples, such as a ChatGPT‑generated...
From Water Pistols to Tanks: Why Data Science Is the Gold Standard to Counter Class Action Fraud (Donald Beshada, CEO,...
In this episode of Technically Legal, host Chad Main talks with Donald Bishada, former litigator and CEO of Covalent, about the challenges of class‑action fraud in the digital age. Bishada explains how traditional settlement notices—once delivered via magazines—are now vulnerable...