Listen Now

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…

Read More

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…

Read More

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…

Read More