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18 May

Translating Legal Skills for a Non-Legal Job Doesn’t Start With Your Resume [TFLP309]

When lawyers start thinking about doing something else, the first thing they reach for is almost always the resume. It feels like real progress. It produces something tangible. And for lawyers who are used to having clear work product, that matters a lot. What actually happens is the opposite. You sit down to revise it, you stare at a bunch…

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11 May

Leaving Biglaw to Become a Sex and Relationship Coach with Amy Terwilleger [TFLP308]

On paper, Amy Terwilleger’s life as a lawyer looked great. Partner at a regional firm in Florida. Deputy general counsel. Thirteen years of business litigation. Married with two kids. And the whole time, a constant restless feeling she could not shake. What Amy eventually figured out was that she was living somebody else’s perfect life. The things that mattered to…

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4 May

Trying to Justify Leaving Law Is What’s Keeping You There [TFLP307]

If you’re thinking about leaving the law, there’s a good chance you’ve asked yourself some version of this question. Am I justified in doing this? You already know the environment isn’t good for you. You already know something needs to change. But there’s a sense that you need some kind of external sign-off before you can actually go, and until…

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20 Apr

How to Break Into Legal Tech and AI as a Lawyer with Ben Chiriboga [TFLP305]

Legal tech comes up constantly when lawyers are thinking about leaving practice. It’s legal adjacent, the field is growing, and there seem to be a lot of jobs. But when lawyers actually try to make a move, they usually don’t know where to start. The roles aren’t standardized, the titles don’t mean the same thing across companies, and it’s hard…

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