Behind the Curtain: The AI Conversations Lawyers Don’t Know About

The future of law isn’t just about AI.

Or automation.

Or the next big legal tech startup.

It’s about pressure.

Possibility.

And the choices we make before the industry makes them for us.

In this episode, I’m bringing you conversations with the people rethinking what legal practice will look like when AI is no longer a “future” problem, it’s the present.

Kyle Torrington

Kyle, co-founder of Loft Legal and AirCounsel, has seen entire workflows shrink from hours to minutes.

Listen to the full episode here:

https://open.spotify.com/episode/6ZwA92WMMRCUCU7O0jQ8ti?si=a5c03f587e904b6c 

Peter Wright

Early adoption comes with its own risks.

Peter, Managing Director at Digital Law, warns that rushing into tech without guardrails can backfire—hard.

We discuss why every firm now needs an AI policy, how to train staff to use tools safely, and the hidden compliance traps lurking in everyday software.

Listen to the full episode here:

https://open.spotify.com/episode/6HVYKGnjsIp5WzWPIbRzQb?si=a7c7ea01e8d14ef2

Richard Macklin

If you were building a law firm from scratch today, would it look anything like the traditional model?

Richard—ex-global vice chair of Dentons and now a world-class leadership coach—says no.

Listen to the full episode here:

https://open.spotify.com/episode/4P6b64HpXucvfQG05VnFFs?si=27acc67eb2fc435f

Jody Glidden & James Wang

Rainmaking has always been the domain of a select few.

Jody and James, co-founders of Postalize, see AI changing that—fast.

Listen to the full episode here:

https://open.spotify.com/episode/6oLfY2qeMhWcQZMNCCgQov?si=d2263c5e9d534e6b

These aren’t just tech conversations.

They’re about survival, influence, and the culture the next generation of lawyers will inherit—or create.

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