Legal AI Headed for Boom or Bust? Episode 42 with Timo Karakashev
Better late than never for your Tuesday disruption
Legal AI companies are growing faster than ever. But are they eating from an all-you-can-eat buffet of growth, or is the restaurant about to run out of sushi?
Hey there, I’m Zach Abramowitz and I am Legally Disrupted! And my head is still spinning from an action-packed Legalweek. Before Legalweek, I recorded a conversation with one of my absolute favorite people in the industry.
In addition to this newsletter, our team regularly briefs clients about AI and the state of the market. But, ultimately, our content is only as good as our sources. One of my trusted insider sources is Cosmonauts founder Timo Karakashev. Timo runs conferences all over the world, giving him a front-row seat to exactly what both buyers and sellers are thinking and what they are actually adopting.
A big part of my podcast push over the last six months has been to open source our research process. So, naturally, I had to bring Timo on for 🎙️Episode 42 of Zach Abramowitz is Legally Disrupted. We covered massive ground in this episode, trying to figure out if the AI space will continue this same crazy growth trajectory. We also dove into why the intellectual property market feels about three years behind the rest of the industry, and why so many legal teams are complaining about Microsoft Copilot (Timo’s blunt take: “because it’s shit”) while praising alternative tools like Gemini. We also discussed the massive, untapped opportunity in building AI tools for the business and operations of law firms, rather than just focusing exclusively on the practice of law. I’ve been aiming to release newsletters every Sunday morning Eastern Time, so you can schedule your disruption like clockwork. This week, however, with travel and work getting particularly hectic, I had to push to Tuesday evening. So, if your week has felt off balance since Sunday, please accept my apologies and this fresh, new episode to set things right.
Episodes 43 (Jarryd from Sandstone) and 44 (Josh from LawPro.ai) have already been recorded and will drop soon, so make sure to follow the podcast on Apple/Spotify and/or the Legally Disrupted YouTube channel. Subscribing to this newsletter is also a good idea.
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Would you like to meet and hear me in person? I will be keynoting the upcoming ILTA EVOLVE conference in Colorado April 30-May 2, and you can learn about the agenda and register here. I always try to prioritize newsletter subscribers, so let me know if you’re planning to attend and we can meet up.


