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Video: The IT Channel’s Lawyer: Brad Gross on AI Risks, MSP Contracts & Avoiding Costly Legal Mistakes

Attorney Brad Gross shares critical legal advice for MSPs on AI risks, contract pitfalls, off-boarding mistakes, and vendor red flags in this Channel Insider: Partner POV interview.

Written By
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Katie Bavoso
Katie Bavoso
Sep 10, 2025
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If you’re an MSP leader, IT services provider, or channel partner, you cannot afford to miss this conversation. In this episode of Channel Insider: Partner POV, host Katie Bavoso sits down with Brad Gross, founder and president of the Law Office of Bradley Gross, P.A.—widely known in the industry as “The Attorney of the Channel” for his in-depth knowledge of the managed solutions and services space.

Brad shares critical legal insights every MSP and IT channel partner should know, from the dangers of using AI tools like ChatGPT to create contracts, to Master Service Agreement (MSA) pitfalls, client off-boarding risks, and how to protect your business when clients or vendors create liabilities.

⏱ Episode Guide & Key Topics:

00:01:00 – Meet Brad Gross: From hacker to prosecutor to “The Channel’s Lawyer” 

00:03:30 – How Brad became the go-to attorney for many MSPs 

00:05:00 – Who Brad represents: MSPs, SMBs, and beyond 

00:08:15 – Master Service Agreements: Common traps & how to avoid them 

00:12:20 – AI risks: Protecting MSPs from shadow IT and client mistakes 

00:16:00 – Off-boarding dangers: Preventing financial and legal fallout 

00:19:45 – Vendor contracts: Red flags MSPs should never ignore 

00:22:00 – Emerging legal trends impacting MSPs right now 

00:30:40 – Why AI can’t replace legal expertise in contracts 

00:33:07 – Success story: How Brad’s firm saved a client from disaster 

00:37:40 – Where to find Brad Gross online & at upcoming events 
 

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