324: Why I switched from ChatGPT to Claude

16 snips

Mar 24, 2026

A longtime ChatGPT user explains why they switched to Claude and how direct file access reshapes document-heavy workflows. They describe building courses rapidly with co-work tools and training the AI to match a personal writing style. Reusable Skills for repeatable legal workflows and using the AI as a true thinking partner are highlighted.

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INSIGHT

Direct File Access Changes Document Work

Claude CoWork lets the model access folders on your computer so you don't upload or copy/paste documents into chat.
Ernie used CoWork to point Claude at local folders holding briefs, contracts, templates, and client notes for seamless document work.

ANECDOTE

Built Four Courses In Hours With Claude

Ernie built four polished online courses in about 2.5 hours each using Claude CoWork and Structured Project workflows.
Claude generated full course outlines, lessons, and exceptional 10-question quizzes, with quizzes taking the most manual copy/paste time.

ADVICE

Run A Real Project To Evaluate Claude

Try Claude on a real matter for an afternoon rather than small tests to see concrete gains in document-heavy work.
Use a real workflow (client intake, deposition prep, contract review) to compare outputs versus your current tool.

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In this episode, we explore why a long-time ChatGPT user made the switch to Claude and what ultimately drove that decision. We break down how features like direct file access, structured project workflows, and custom skills are transforming the way lawyers handle complex, document-heavy work. You'll hear how AI can dramatically speed up tasks like course creation, improve writing quality, and act more like a true thinking partner. Whether you're new to AI or already using it in your practice, this episode highlights how choosing the right tool—and setting it up properly—can unlock a whole new level of productivity.

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0:05 Why I Switched AI Tools 1:10 Sponsor: Smith AI Overview 2:25 Claude Co-Work Feature 4:10 Building Courses With Claude 7:05 Training Claude & Turning Point 9:30 Skills Feature For Lawyers 12:10 Final Thoughts & Recommendation

Resource Links

AI Lab (a weekly AI workshop for lawyers)
LinkedIn post by attorney offering AI chatbot that protects privilege
The Inner Circle (my online community for lawyers)
The 80/20 Principle (my techlaw newsletter)

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