
Commentary from a former lawyer-turned-exec on legal industry shifts, revenue growth, career pivots, and legal AI
| Platform | Pricing | Freemium | Publishes | Weekly | |
|---|---|---|---|---|---|
| Issues | 118 | Founded | 5 years ago | Last Issue | 8 days ago |
| Active | |||||

Why lawyers struggle with the gap between effort and outcomes
You did everything you were supposed to do. You worked hard, were thorough, met the standard and in many cases exceeded it. You put in the hours, took on the work, and delivered...
The existential question for every legal AI challenger right now is not about technology. Anthropic and Microsoft are moving into legal, and they will close most feature gaps over time. A challenger that wins on product alone is running a r...
A framework for finding what actually drives outcomes
Last week I wrote about a career pivot I made almost ten years ago. What I didn’t focus on was the part that actually made it work. The easy part was the job search itself. What determi...
I recently reread an article I wrote almost exactly ten years ago, right before I left the practice of law to join my first legal tech startup.1 It was a pretty blunt reflection. I had just come off a series of professional setbacks, with t...
Earlier this week, the Wall Street Journal reported that some law firms are now charging up to $3,400 per hour. Which led me to share my immediate reaction on social media:
Look, it’s a lot of money. And yet clients are all willing to pay...
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The writers behind this newsletter.
Chief Revenue Officer at Latitude Legal // Left the law to sell stuff to lawyers
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