Ryan Juliano runs Darwin Legal, a subscription-based fractional general counsel practice serving early-stage tech startups. After 15 years moving down the legal food chain from IPOs to pre-seed companies, he's built a model that replaces the crushing wave of hourly billing with committed capacity—and he's using AI across every part of his practice. In this conversation, he shares what it means to use tools "promiscuously," why lawyers need to get comfortable chopping with blunt axes, and how AI helps him think through not just legal problems but business model design.

𝗪𝗵𝗲𝗿𝗲 𝘁𝗼 𝗳𝗶𝗻𝗱 𝘁𝗼𝗱𝗮𝘆'𝘀 𝗴𝘂𝗲𝘀𝘁:

https://www.linkedin.com/in/ryan-juliano-b3833124 https://darwinlegal.com/

📌 𝗧𝗵𝗲 𝗥𝗲𝗱𝗹𝗶𝗻𝗲 𝗡𝗲𝘄𝘀𝗹𝗲𝘁𝘁𝗲𝗿:

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💎 𝗦𝗽𝗲𝗹𝗹𝗯𝗼𝗼𝗸:

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𝗧𝗶𝗺𝗲𝘀𝘁𝗮𝗺𝗽𝘀:

0:00 - Introduction

1:12 - Meet Ryan Juliano

2:15 - From IPOs to early-stage startups

5:34 - The subscription fractional GC model

8:34 - Who manages legal before you arrive

11:01 - Running everything through AI

16:19 - Good enough vs. perfect

17:55 - Will tools consolidate or stay fragmented?

20:29 - How Ryan spends his time now

24:37 - Shifting from inputs to outputs

27:23 - Capturing knowledge to repurpose

32:57 - Defining "good enough" in legal services

34:04 - Connect with Ryan