AI Tools for Smarter Law Firms

In this Law Practice Today podcast episode, Greg Siskind discusses an ABA book he co-wrote with Jason Susser and Josh Waddell, focused on practical ways lawyers can adopt generative AI in their firms, including how to prioritize projects, find “low-hanging fruit,” decide what to DIY versus hire out, and avoid ethical or operational trouble. Siskind draws parallels to the early days of law firm websites, recounting building one of the first lawyer websites in 1994 and the skepticism and compliance questions that followed. He describes his firm’s earlier AI work starting in 2015 with no-code expert systems and a later pivot in 2022 after an early look at OpenAI through Casetext’s CoCounsel, leading to an immigration-focused generative AI research prototype. The conversation highlights strong use cases like summarization, translation, inbox workflows, marketing tasks, and prompt “recipes,” emphasizing prompts as effective delegation.

00:00 Why Invest in AI
00:31 Podcast Intro and Disclaimer
01:09 Meet Greg Siskind
01:52 Writing a Practical AI Book
03:44 Lessons From 1994 Websites
07:06 Early Web Marketing Advantage
08:50 Law Firm AI Experiments 2015
11:11 First Look at Generative AI
13:55 Practical Use Cases and Prompts
16:09 Prompting Is Delegation
17:16 Where to Find Greg
17:48 Final Thanks and Outro