In this episode of Adventures in Legal Tech, Jared Correia sits down with Jane Freedman to explore a pressing question: Can small law firms effectively use AI?

The answer is a clear yes—but with nuance.

Jane shares how she transitioned from cautious observer to active AI user, integrating tools like Microsoft Copilot and Litera into her daily legal workflows. From analyzing complex private equity deal documents to drafting contract provisions, AI has dramatically increased efficiency—sometimes reducing work time by up to 90%.

However, the conversation makes one thing clear: AI is not a replacement for legal expertise. Instead, it functions best as a "junior associate"—powerful but requiring oversight, context, and verification.

They also dive into the ripple effects of AI on billing models, client expectations, firm structure, and the future of junior lawyers. The episode ultimately reframes AI not as a threat, but as a tool that enables lawyers to work smarter, deliver more value, and deepen their strategic role.

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• 00:00–01:00 – Introduction to the podcast and the problem: AI adoption in small law firms

• 01:00–02:00 – Meet Jane Freedman and the central question: can small firms use AI?

• 02:00–03:30 – Jane's transition from casual AI use to professional implementation

• 03:30–05:30 – First real-world use case: leveraging AI in complex private equity deals

• 05:30–07:00 – Using AI tools like Copilot and Litera strategically

• 07:00–08:00 – Treating AI like a "junior associate"

• 08:00–09:30 – Efficiency gains: completing work in 10% of the usual time

• 09:30–11:30 – Jane's career journey and founding her own firm

• 11:30–13:00 – Building a team and scaling a legal practice

• 13:00–14:30 – The importance of precise prompting in AI usage

• 14:30–16:30 – Risks of AI: hallucinations and the need for verification

• 16:30–18:30 – Will AI replace junior lawyers? The structural dilemma

• 18:30–20:30 – Managing AI tools within a legal team

• 20:30–23:00 – Rethinking billing models in the age of AI

• 23:00–27:00 – Client behavior shifts and AI-generated legal documents

• 27:00–31:00 – Practical use cases: drafting, redlining, and document review