Episode Details

AI is shifting from something you prompt to something that can proactively work for you. Ravi Gupta sits down with technologist Michael Simon to unpack OpenClaw—an open-source, always-on AI agent that connects to your email, calendar, and other tools to function more like a chief of staff than a chatbot. They explore what this unlocks (from daily briefings to real automation), why it could be economically disruptive fast, and the new security and safety risks that come with always-on agents. The takeaway: the upside is real—but so is the need for boundaries, before the tech reshapes work and life faster than we’re ready for.

Ravi’s recent substack post: The 50/50 Life

Join Squadra

––––––

Leave us a voicemail with your thoughts on the show! 201-305-0084⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

• Follow Ravi at @RaviMGupta

• Notes from this episode are also available on Substack: https://thelostdebate.substack.com/

• Read more from Ravi on Substack: https://realravigupta.substack.com 

• Follow The Branch at @thebranchmedia

• Listen to more episodes of Lost Debate on Apple: https://podcasts.apple.com/us/podcast/the-lost-debate/id1591300785

• Listen to more episodes of Lost Debate on Spotify: https://open.spotify.com/show/7xR9pch9DrQDiZfGB5oF0F

• Listen to Where the Schools Went: https://thebranchmedia.org/show/where-the-schools-went/