Part 3 – Understanding the Other Side’s Strategy
The Litigation Playbook: How Florida Business Owners Can Win Before Trial
When your business is in litigation, it’s easy to get tunnel vision. You know your story, you’ve lived it, and you want to tell the judge or jury why you’re right. But winning a case isn’t just about proving your claims—it’s about anticipating the moves your opponent will make.
Your opponent has their own attorney, their own theory of the case, and their own evidence. They’re not coming to trial empty-handed. If you only focus on your own position without accounting for theirs, you risk being blindsided by arguments or tactics you didn’t see coming.
At the Simpson-Cannon Law Firm, we help you see the whole board—not just your side of it. That means:
Analyzing their pleadings and filings. Every court document filed by the other side is a window into their strategy. Are they emphasizing technical contract defenses? Are they trying to frame the narrative around your credibility? We read between the lines to spot patterns and pressure points.
Evaluating their witnesses. The people your opponent chooses to put forward—employees, experts, even third parties—reveal their priorities. We don’t just look at what those witnesses will say, but also how they’ll come across to a judge or jury. A weak or inconsistent witness can unravel an otherwise polished argument.
Anticipating defenses and counterclaims. Even if you have the stronger case, the other side will likely try to muddy the waters. They may raise technical defenses, argue “you breached first,” or inflate damages in a counterclaim to create leverage. We prepare targeted rebuttals so you’re not caught off guard in the courtroom.
Studying patterns of behavior. Litigation strategy isn’t always confined to the four corners of a pleading. How quickly (or slowly) they respond to discovery, how aggressively they file motions, or how willing they are to negotiate can reveal just as much about their endgame as what’s in writing.
Preparing for pressure tactics. Some opponents will use litigation itself as a weapon—dragging out the process, running up costs, or trying to rattle you with inflammatory accusations. We help you anticipate these moves so they don’t derail your focus or your case.
Litigation is a chess match, not a game of checkers. You don’t win by making one good move—you win by staying three moves ahead. At the Simpson-Cannon Law Firm, we don’t just build your case—we stress-test it against the other side’s best efforts to knock it down. By preparing for their strategy, we protect your story from being undermined.