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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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23 Mar

Why Lawyers Think Feelings Are Optional and What It Costs Them [TFLP301]

Lawyers who are unhappy at work often tell themselves they’ll feel things later. When they retire, maybe. The sense is that feeling the full weight of what’s happening would make it impossible to keep functioning, so the feelings get pushed down and the grinding continues. The problem is that feelings aren’t actually optional. The physical sensations that come with emotional…

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16 Mar

Why High-Achieving Lawyers Stay in Jobs That Are Hurting Them [TFLP300]

Being good at your job and being in the right job are not the same thing. For lawyers who are high achievers, that distinction can be almost impossible to see when every external signal, strong reviews, steady advancement, a reputation for getting things done, is telling you that you must be in the right place. That disconnect often has roots…

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