In this episode, Justin Ergler and Keith Maziarek sat down with Zach Posner, Co-Founder and Managing Partner of The Legal Tech Fund — the largest dedicated investor in legal technology globally, with 80+ portfolio companies spanning software sold into law firms, corporate legal departments, and consumers. Zach also leads the Fund's annual summit, widely considered the "Davos" of legal tech, and is currently steering a 15-year forecasting initiative mapping where the market is headed next. Few people have a wider-angle view of where legal tech capital is flowing, and why. Here are 3 takeaways that stuck with us: 1. The best products pass the "what would you miss?" test. Zach's filter for a great investment isn't revenue first, it's attachment. Would the user be genuinely upset if you took the software away? He uses email as the example: people will defend an old Gmail account like it's part of their identity. That same emotional stickiness, not flashy ARR growth, is what separates legal tech that lasts from legal tech that's just well-funded. 2. The investment rubric is being rewritten every 3-4 months, not every 1-2 years. Zach walked through how the old "Moore's Law" cadence for tech improvement has collapsed for AI, from a ~24-month doubling cycle to roughly 4 months today. That pace is forcing investors to rethink old metrics: ARR (annual recurring revenue) is now sharing the spotlight with newer signals like experimental revenue, since some products are going from $0 to $2M in months, not years, purely on trial usage, before anyone's even sure it'll stick. 3. Pricing won't go to zero, and clients don't actually want it to. A great exchange on whether AI will commoditize legal services down to nothing. Zach's take: clients aren't trying to take a $100K legal bill to zero, they want it to come down modestly and they want more value for what they pay, not a race to the bottom. The real opportunity for legal tech and law firms alike is getting sharper at articulating and pricing that value, not just cutting hours. There's a lot more in this one: how Zach evaluates founders and "founder-market fit," why the legal tech market got oversaturated and what comes next, how general counsel may be the biggest catalyst for change in the industry, and yes, some friendly trash talk about the Ravens, Hoosiers, and Tar Heels along the way.