If you’re in the insurance world, especially down here in Florida, you’d be forgiven for thinking the sky has been falling for the last couple of years. We’ve seen carrier after carrier go belly-up, leaving everyone scrambling. It feels like a uniquely modern crisis.
But what if I told you this isn't the first storm?
Let’s hop in a time machine and go back to 2017. It was a different era, long before the recent string of property insurance collapses dominated the headlines. Back then, a massive workers' compensation player called Patriot National, and its carrier Guarantee Insurance Co., suddenly imploded. And it sent shockwaves through the industry for one big reason: workers' comp was supposed to be the safe bet.
This wasn't some volatile property book getting hammered by hurricanes. This was workers' compensation—usually one of the most stable, predictable, and profitable lines of insurance out there. When a carrier like that goes under, it’s like finding out the star quarterback fumbled on the one-yard line with no one around him. It just doesn’t make sense. And now, years later, the messy fallout from that collapse is finally heading to a courtroom.
So, What Exactly Happened Back in 2017?
At the center of this whole story is a company called Patriot National and its owner, Steve Mariano. When its carrier, Guarantee Insurance Co., was declared insolvent, state regulators and receivers immediately pointed the finger at him. The narrative was pretty straightforward: the guy at the top ran the company into the ground.
And for a while, that was the story. It was a big, messy corporate failure, but it seemed to have a clear villain.
But as anyone who's been in this business for a while knows, the simplest explanation is rarely the whole story. The failure of a company that big is never just about one person. It’s more like a Jenga tower—one piece gets pulled, then another, and another, until the whole thing comes crashing down.
The official story from regulators was that bad management and questionable financial decisions were to blame. But as the dust settled and the liquidators started digging through the wreckage, they started looking at the other people in the room. They started asking: who else knew what was going on? Who was advising the man in charge?
And that’s when the spotlight swung away from just the owner and onto his legal team.
Where Do the Lawyers Fit Into This Mess?
This is where things get really interesting and, frankly, a bit unprecedented. The receiver for the insolvent insurer didn't just stop at blaming the leadership. They filed a massive lawsuit against the law firm that represented Mariano and his companies.
Think about it like this: If a ship sinks, you obviously look at the captain. But what if the captain’s first mates and navigators were the ones giving him bad charts, or worse, encouraging him to sail directly into an iceberg? That’s essentially the core of the accusation here.
The lawsuit alleges that the lawyers weren't just passive advisors. The claim is that they were deeply involved in the very deals and decisions that allegedly drained the insurance company of its assets, pushing it toward insolvency. It raises a huge, thorny question that the entire professional world is watching:
What is the duty of a lawyer when their client might be steering their company toward a cliff?
Are they just there to execute the client's wishes, or do they have a higher responsibility to the company itself, its policyholders, and its creditors? This trial, which is just getting underway this week, is set to tackle that question head-on.
Fast Forward to Today: The Trial Begins
So why are we talking about a 2017 failure now? Because this trial could have massive implications for how corporate lawyers and other professional advisors operate.
The receiver is essentially arguing that the law firm should have known better. That they had a professional duty to step in, to advise against these damaging moves, or to blow the whistle. They’re not just being accused of giving bad advice; they’re being accused of being complicit in the actions that led to the company’s demise.
Of course, the law firm has a completely different take. They argue that they were just doing their job—providing legal counsel to their client. They weren't the ones making the business decisions. They were the lawyers, not the CEO.
This trial will be a fascinating, high-stakes battle of professional responsibility versus client loyalty.
For those of us in the insurance industry, it's a stark reminder of the long tail of corporate failure. An insolvency isn't just a one-day news story. The fallout can last for years, winding its way through the legal system and pulling in everyone who was involved, from the boardroom to the law office. It shows that when things go wrong, the search for accountability can cast a very wide net. And this time, it’s the advisors, not just the executives, who are caught in it. We'll all be watching to see how this one plays out.



