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by Sarah Cottrell
Do you hate working as a lawyer? Are you an unhappy lawyer who wants to leave the law, but isn't sure what to do next? Do your family and friends think you're crazy for wanting to leave the law, or are you too afraid to tell them you don't want to be a lawyer? The Former Lawyer Podcast is for you! Each week, host Sarah Cottrell interviews a different former lawyer who has left the law behind. Hear inspiring stories about how these former lawyers are thriving and found their way to careers and lives they love.
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Somewhere along the way, most lawyers picked up the idea that once you commit to something, you follow through. No exceptions. So when the thought of leaving starts to surface, it doesn't feel like a career question. It feels like there's something shameful about admitting your original decision was wrong. But the decision to become a lawyer was made at a specific age, with a specific amount of information. The lived experience of actually practicing law is new information. And in almost any ...
Lawyers who know they want to leave often get stuck in the same place. Not because they don't want to move, but because they're waiting to feel certain about what comes next. Sarah Cottrell sees lawyers who won't make a move until they have a new 20-year plan with an absolute guarantee, and while they're waiting for that, nothing changes. Zach Reisch didn't have a master plan when he left commercial litigation. He had a spouse building a business, a growing sense that law just wasn't compatib...
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 of legalese you wrote years ago, and within an hour you've convinced yourself you have no transferable skills and should probably just quit and stay in th...
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 her, her values, the way she thought, and who she actually was as a person were not showing up in the life she was actually living...
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 that shows up, you keep waiting. The waiting itself is part of what's keeping you there. The need to feel justified is almost always external, and it'...
There are two very different situations a lawyer can be in when they start thinking about leaving. One is a job that is actively damaging their mental, physical, and emotional health. The other is a job that is just not the long-term answer. What you do to tolerate either one while you're preparing to leave is going to look pretty different. The lawyers who come to Sarah after making a move that did not work out are usually the ones who waited until they were close to leaving to start thinkin...
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 to know where a legal background even fits in. Ben Chiriboga figured this out the hard way. He spent two years after leaving practice chasing legal tec...
Responsibility is one of the things that makes lawyers good at their jobs. It also shows up, over and over, as one of the things that makes it hardest for them to leave. Not because they don't want to go, but because leaving means someone else has to pick up the work. And for a lawyer who is wired around responsibility, that can feel like something they're just not willing to do. What Sarah sees with her clients is that the sense of responsibility doesn't stay proportional. It ends up putting...
Do you hate working as a lawyer? Are you an unhappy lawyer who wants to leave the law, but isn't sure what to do next? Do your family and friends think you're crazy for wanting to leave the law, or are you too afraid to tell them you don't want to be a lawyer? The Former Lawyer Podcast is for you! Each week, host Sarah Cottrell interviews a different former lawyer who has left the law behind. Hear inspiring stories about how these former lawyers are thriving and found their way to careers and lives they love.
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