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The $800K Dispute That Could Have Been Prevented ft. Kai Jacobs

Written by Adrian Cea | Oct 26, 2026, 3:39:53 PM

An $800,000 dispute over a self-drafted contract sounds completely avoidable. And, for a business litigator, the kind of frustrating case they could do without. 

In this episode of Between the Briefs, Adrian Cea and Joe Stephens sit down with Kai Jacobs, Partner at South Florida Business Law Group, to discuss how 33 years of practicing law have shaped his approach to litigation, client counseling, and preventative legal work. Plus, they break down what happens when clients bring AI-drafted agreements into a law firm, why Kai prefers pre-lawsuit mediation over arbitration, and how broken business relationships can make dispute resolution far more complicated than interpreting contract language.

 

Turns out, the best litigation strategy might be preventing the case altogether. Tune in for Kai’s compelling argument that lawyers should become better business advisers, not simply better litigators.

Want to watch this episode of Between the Briefs instead? Get the full video on YouTube.