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EPISODE · Jun 8, 2026 · 49 MIN

Making a Career Change When You're Afraid of Getting It Wrong with Kelcey Baker

from The Former Lawyer Podcast · host Sarah Cottrell

Going to law school felt like the right call. For some lawyers it felt like the obvious call, backed up by experience, by personality, by everything they knew about themselves at the time. So when practicing law turns out to be a bad fit, the harder part is that the decision felt so right going in. If they were wrong about something they were that sure about, how can they trust themselves to choose anything else? That fear is what keeps so many lawyers where they are, even when staying is actively hurting them. For lawyers trained by a profession that treats every mistake like malpractice, it doesn't take much to go from "I might choose wrong" to "I should never choose at all." In this episode of The Former Lawyer Podcast, Sarah Cottrell talks with returning guest Kelcey Baker about what it actually looks like to make career moves that don't go as planned, how Kelcey navigated leaving two law firms and eventually launching a consulting business, why the idea that you only get one shot at a career change keeps lawyers stuck, and what changes when you stop trying to make the perfect decision and start making any decision at all. 1:28 - The fear of making a mistake and choosing something that's even worse than where you are now 2:59 - Kelcey's first "did I make a huge mistake" moment and why it wasn't law school 6:25 - How realizing law is a bad fit damages your ability to trust yourself to make career decisions 9:24 - Why lawyers who worked as paralegals before law school often feel an extra layer of self-blame 11:19 - The "I should have known" trap and why you couldn't have known what you didn't experience 14:35 - How the experience of a bad fit impacts the next career decision and the one after that 17:40 - Why most people who go to law school were too young to have done the inner work of knowing themselves 19:17 - Why punishing your younger self for not knowing what you know now keeps you stuck 20:57 - The pressure to find the capital-T Thing and how fear of judgment keeps lawyers in jobs that are hurting them 30:48 - The binary thinking that makes it feel like you're either a lawyer or you're nothing 33:33 - How Kelcey built a consulting business by combining what she was good at with what she actually liked 36:02 - Why perfectionist, eldest-daughter types forget they're resourceful enough to figure it out 41:03 - You will be okay, and if the next thing isn't right either, you can keep going 43:46 - Bridge jobs, lily pad jobs, and why it doesn't have to be forever to be worth doing Mentioned In Making a Career Change When You're Afraid of Getting It Wrong with Kelcey Baker Kelcey Baker on LinkedIn Validation: An Incredible Tool for Unhappy Lawyers with Kelcey Baker Startling Parallels Between Narcissism In Law Firms And Family Units How Law Firms Avoid All Responsibility for Toxic Environments with Kelcey Baker Lawyers - Hoping To Be Hit By A Bus Isn't Normal First Steps to Leaving the Law The Former Lawyer Collaborative

Episode metadata supplied by the publisher feed · Published Jun 8, 2026

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Going to law school felt like the right call. For some lawyers it felt like the obvious call, backed up by experience, by personality, by everything they knew about themselves at the time. So when practicing law turns out to be a bad fit, the harder part is that the decision felt so right going in. If they were wrong about something they were that sure about, how can they trust themselves to choose anything else? That fear is what keeps so many lawyers where they are, even when staying is act...

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Making a Career Change When You're Afraid of Getting It Wrong with Kelcey Baker

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