(171) Live at Techshow: Your AI is in Your Inbox with Josh Dorward of TwinCounsel

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Here are the top 5 takeaways from this episode:

* The Rise of the Solo Attorney. Solos will increasingly operate at big-firm levels while keeping their independence, enabled by AI tools that handle the volume of work previously requiring a full team.

* Your AI Lives in Your Inbox. TwinCounsel is built around where lawyers already work: email. No new dashboards, no software to learn. You just email your AI twin. It connects to both Outlook and Gmail.

* A Legal Twin That Knows Your Cases. Unlike general AI tools (ChatGPT, Gemini) that start cold, TwinCounsel is grounded in your documents and matter information, so it can take on tasks like drafting work product, extracting deadlines, and sending reminders without being re-briefed every time.

* Proactive Agents vs. Invocation-Based Tools. Most AI tools require you to go prompt them. TwinCounsel’s agent works proactively in the background, for example, automatically flagging upcoming deadlines or drafting client follow-ups based on your preferred turnaround time without you having to ask.

* Skills Make AI Auditable and Personalized. Behind the agent are “skills” — transparent, step-by-step instructions that define how tasks are performed. This matters for lawyers because if a court asks what your AI did to generate a work product, you can point to the skill and show exactly what happened.

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