Kim Simmonds is back with me live from day three of Pax8 Beyond 2026, and we’re talking about what actually works when you mix AI, contracts, and MSPs. Cloud Contracts 365 uses AI where it makes sense—review and redlining—on top of contracts that are built the old‑fashioned way by lawyers who live in this world every day. We walk through how the platform leans on MSP-specific playbooks, machine learning, and LLMs to flag legal risk without letting the robot be the lawyer. Kim shares some of the wild assumptions she hears at the booth, including MSPs asking if Cloud Contracts 365 can “guarantee” they’ll never be sued and folks who proudly fed Claude or Copilot a prompt and called it a contract. She breaks down real examples where AI‑drafted agreements quietly added “termination for convenience” language, turning what owners thought were three‑year commitments into 30‑day rolling terms that kill recurring revenue and spook buyers and investors. We also dig into how their templates are tuned for each U.S. state, how you can tap into U.S. counsel directly through the platform, and where integrations like Halo PSA make the legal workflow feel more like an MSP tool than a law firm visit. === Chapters 00:00 Welcome From Pax8 Beyond Day Three 00:49 Introducing Kim Simmonds And Cloud Contracts 365 03:29 Why AI Alone Shouldn’t Write Contracts 08:53 Why Claude Legal And DIY AI Contracts Fall Short 09:34 Hidden Termination Clauses And Revenue Risk 15:28 State-By-State MSAs And U.S. Legal Coverage 17:31 Integrations With Halo PSA And Future MSP Platforms 18:58 Kim’s Life Beyond Legal Work And Family Time === Guest: Kim Simmonds, Cloud Contracts 365 / Law 365 Website: https://www.cloudcontracts365.com LinkedIn: https://www.linkedin.com/in/kimsimmonds365 === Companies / Vendors / Products / Books Law 365: https://www.law365.co Pax8: https://www.pax8.com Pax8 Beyond (Conference): https://www.pax8beyond.com/ Halo PSA: https://www.halopsa.com Claude (Anthropic Claude): https://www.anthropic.com/claude Microsoft Copilot: https://www.microsoft.com/copilot Kaseya: https://www.kaseya.com “The Best of 1 Minute Wednesday” (book): https://amzn.to/4rptCGW === SPONSORS: Livestream Partner, ThreatLocker: https://www.itbusinesspodcast.com/threatlocker Technology Partner, NetAlly: https://www.itbusinesspodcast.com/netally/ Technology Partner: Bvoip: https://www.itbusinesspodcast.com/bvoip Travel Partner: TruGrid: https://www.itbusinesspodcast.com/trugrid Digital Partner, Designer Ready: http://itbusinesspodcast.com/designerready === SHOW MUSIC: Item Title: Upbeat & Fun Sports Rock Logo Item URL: https://elements.envato.com/upbeat-fun-sports-rock-logo-CSR3UET Author Username: AlexanderRufire Item License Code: 7X9F52DNML === Connect with Uncle Marv🌐 Website: https://www.itbusinesspodcast.com/🎙 Host: Marvin Bee🛒 Uncle Marv’s Amazon Store (gear & tools I recommend): https://amzn.to/3EiyKoZ☕ Support the show: https://ko-fi.com/itbusinesspodcastIf you found value in this episode, share it with another MSP, IT provider, or tech entrepreneur. Your support helps keep practical, no-nonsense IT business conversations coming every week.

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