Author: Rick Weber

You know how to run a legal technology company. You have spent years winning clients, shipping product or delivering service, building a team, and growing revenue. Selling that company is a completely different skill — one most founders use only once in their lives, with more money on the line than in any other decision they will ever make. That asymmetry is the problem. The buyer across the table has done dozens of these deals. They know the process, the leverage points, and the places where an unprepared seller leaves money behind. You are doing it for the first time.… Read more »

Choosing your M&A advisor is the highest-leverage decision you will make in selling your legal technology company. It shapes which buyers you reach, how your company is positioned, how the deal is structured, much of the value you actually keep. And yet most founders choose on the wrong signals: the firm with the most familiar brand, the advisor they had the best rapport with over coffee, or the one who quoted the lowest fee. Those things are not irrelevant, but they are not what determines your outcome. The advisor who quotes a lower fee but misprices your company, or the… Read more »

Most legal technology founders sell a company exactly once. They have built and run the business for years, but the sale itself is unfamiliar territory, and the person across the table has done it dozens of times. That imbalance is where mistakes happen, and the costly ones are remarkably predictable. The same errors show up again and again, and each one quietly takes money off the table or puts the whole deal at risk. The good news is that because these mistakes are predictable, they are avoidable. A founder who knows what they are can sidestep every one of them.… Read more »

You have spent years building your legal technology company. Maybe a competitor just sold and you find yourself wondering what their exit means for yours. Maybe a private equity group reached out last quarter and you have not stopped thinking about it. Or maybe you are simply starting to picture what comes after this chapter. Underneath all of it sits the one question almost no founder can answer with confidence: what is my company actually worth? Most founders carry a number in their head. It usually comes from a blend of a competitor’s rumored sale price, a multiple someone mentioned… Read more »

If you have started thinking about selling your legal software company, you have probably run into valuation advice that does not quite fit. People talk about multiples of profit — but your company may not be especially profitable, because you have been reinvesting everything into growth, product, and customer acquisition. So you are left wondering whether the business you built is worth far less than you hoped, or whether the people giving that advice simply do not understand how software companies work. They probably do not. A legal software company and a legal services business are valued in fundamentally different… Read more »