𝐔𝐩𝐝𝐚𝐭𝐞: The response to our AI for Good initiative has been overwhelming. We've selected our first partner to utilize our AI and knowledge platform at no cost, and we'll be sharing more about this exciting collaboration in the coming weeks. It's truly one of the most

Recently, I had the privilege of discussing Legal Data Intelligence at ILTA - International Legal Technology Association alongside Adam Rouse, Laura Kibbe, and Scott Milner. ICYMI, the biggest takeaways from our discussion: 1. Job descriptions in our field are lagging behind reality. Everyone in the audience and on the panel

📣 3 spots left! If you're a general counsel, C-suite executive, or board member interested in AI agents' impact on legal and back-office operations, DM me. We have 3 remaining spots for our private executive summit on August 28 in Palo Alto (details below). For everyone else -

“Lawyers are Ferraris. We need to bring in dump trucks to do the dump truck work.” - Rob Beard, Chief Legal and Global Affairs Officer at Mastercard There’s a sticky existential question being asked right now, in every industry: what is – or should be – the relationship between

Time flies. It’s hard to believe I just hit the one-year mark for my startup. My team and I have been heads-down in stealth mode with a handful of stellar clients. I'm thrilled with our trajectory. I'll admit I was hesitant at first, but feedback from multiple Chief Legal

My favorite kind of books are the ones that save me years of pain and help me do things significantly faster and better. This is one of those books. I've been extremely fortunate to have seed investing legend Mike Maples, Jr back me twice – first with Text IQ and now with my current

Picture this: I'm standing on an NYC street corner, dressed head-to-toe in clothes I just bought from a vendor outside a subway station. Why? I lost a bet. But hey, at least I knew when the next train was coming thanks to the countdown clock. This got me thinking about how the

Are you a tiger or a wolf? We're building something revolutionary at the intersection of AI and legal, and our team is expanding. We're on the hunt for two distinct profiles to help us transform a trillion-dollar industry. While we're still in stealth, we're eager to share more

When I began building AI for legal, I didn't anticipate how closely I would end up working with CLOs. Now, after a lot of time spent listening, ideating, testing - I think I’ve got a pretty good feel for what makes them tick. 1. No one’s very impressed with “transformation”

We weren’t at this conference to compete—even though it looks like I took a few shots in the ring. This was Legaltech circa 2013. We were there to focus on our customers, not our competitors. But 7 years later, we were the only ones left standing. Customers > Competition wins

People talk a lot about product market fit in the startup world. But I’d argue founder market fit is equally - if not more - important. Here’s what I mean: - How likely is this founder to succeed in the market they’ve decided to take on? Because although startups are

I recently had an interesting conversation with one of the most successful (and under the radar) founders in the legal industry. His perspective? To win in legal, it’s all about creating a better experience, not a better product. Think about it: For most people, the moment we

There’s a story making its way around founders’ circles and it goes something like this: 1. Usain St. Leo Bolt applies the 85% rule to running. 2. A coach told him to put in less effort and he’d get better results. 3. Bam. World champion. Not true. Here’s the real story: All-around

A compelling hot take on humanoids: while the tech is fascinating, the real challenge isn't innovation - it's implementation. Most groundbreaking ideas die in the gap between concept and execution. While I don't know enough about this to assess if it's right or wrong, this piece

Try not to have too much in common with your founding team. (Yes, you read that right). Share interests, sure, but when it comes to skill sets… you should be pretty far apart. Think complementary rather than overlap. In my case with our company in stealth, I feel very

Cool new AI product spotlight 🔍 Just had my first conversation with AI Boardy Boardman and it was indistinguishable, or arguably better quality than most phone calls with humans that I've had. Worth checking this product out. Fascinating implications for the right UI/UX could be

If you look at the evolution of the legal industry, Gen AI is fire, the wheel, the big brains of homosapiens all rolled into one. It will: - Revolutionize the way corporate departments operate - Create 10x efficiencies - Unlock new capabilities - Fundamentally reshape how we

Most leaders think they are delegating, but are they actually abdicating? I’ve long believed that even the most high-performing executives often struggle with delegation. It’s not just an art but a science—one that can be learned, refined, and mastered. Effective delegation,

If you think you’re safe in the middle of the pack… you might actually be falling behind. Lawyers and risk managers like to find the center and hold it (we’re famously risk-averse by nature… or maybe necessity?) When tech moved at a slower pace, it was possible to hold that