The Former Lawyer Podcast

Sarah Cottrell

  • 7 minutes 2 seconds
    Hard Things Feel Hard Because They Are Hard

    2026 is kicking a lot of people's asses, including Sarah's. She gets into what the last few weeks have actually looked like, and shares the reminder she keeps coming back to. Hard things feel hard because they are hard. Not because you're doing anything wrong. 

    She also talks about what Former Lawyer stands for, where your money goes if you work with her, and why she will probably never stop telling you to go to therapy.

    See show notes at formerlawyer.com/296

    16 February 2026, 9:00 am
  • 41 minutes 27 seconds
    Escaping the Legal Grind to Build a Balanced Life with Dan Branagan

    When lawyers look back at why they entered the profession, they often find the answer is less about a lifelong passion and more about a lack of other plans. Dan Branagan, a former bankruptcy associate turned data analyst, describes his journey into law as a classic example of the "conveyor belt" metaphor. As a liberal arts major with an interest in history and political science, law school seemed like the next logical step that promised both prestige and a high salary. It wasn't until he was working through the self-examination process in the Collab that he realized how passive he had been in his own career path.

    The disillusionment began during law school, where he first encountered the all-consuming culture of Biglaw. While his peers seemed 100% focused on their identity as attorneys, Dan realized early on that having a life outside of work was essential to his well-being. He found that the "gifted kid" track often conditions people to ignore their own needs in favor of high expectations, but he was never able to shake the feeling that something was internally off.

    See show notes at formerlawyer.com/248

    9 February 2026, 5:00 am
  • 10 minutes 3 seconds
    How to Explore Your Career Options After Law with Patience and a Plan

    When Sarah looks back at her time in practice, she can see a pattern that shows up for almost every lawyer who thinks about leaving the law. She would have a kernel of interest in a career path outside of the law, but her brain would immediately start telling her why it was a bad fit. It became an instant cycle of negativity.

    If you find yourself doing this, you are "lawyering yourself". You are taking an idea and prematurely deciding it is impossible before you have actually spent any time looking into it. You start worrying about finances, your perceived lack of skills, or what other people might think. Essentially, you are shutting down the process before it even begins.

    See show notes at formerlawyer.com/235

    2 February 2026, 9:00 am
  • 42 minutes 40 seconds
    From Law School to Literary Agent with Lilly Ghahremani

    Maybe you've thought about it. You love books, you love reading, and somewhere in the back of your mind, you've wondered if there's a way to turn that passion into a career that uses your legal skills without actually practicing law.

    Lilly Ghahremani knew on day one of law school that it wasn't the right fit. She called her mom from a pay phone and said she'd made a mistake. Her mom convinced her to finish the semester, then the year, then the whole degree. Lilly graduated from UCLA Law in 2002 and stumbled into a job with a small practitioner who worked in publishing. That random job listing became the foundation for a 20-plus year career as a literary agent.

    See show notes at formerlawyer.com/250

    26 January 2026, 9:00 am
  • 41 minutes 43 seconds
    How a Misalignment of Values and Career Helped a Lawyer Become a Therapist with David Sazant

    Former litigator David Sazant spent years bouncing between practice areas, convinced that if he just worked hard enough and found the right fit, everything would click into place. He moved from insurance defense to construction and commercial litigation, dealing with persistent imposter syndrome the entire time. 

    But the problem wasn't the type of law he practiced—it was that litigation fundamentally contradicted his core values of authenticity and meaningful connection. 

    In this conversation, David shares the moment he realized he needed to leave law entirely, how a single question from a career coach clarified his path forward, and what it was really like to go back to grad school to become a therapist. He also explains why understanding your values is critical for career satisfaction and how acting against those values can lead to anxiety, depression, and declining self-esteem.

    See show notes at formerlawyer.com/246

    19 January 2026, 9:00 am
  • 12 minutes 58 seconds
    How Multiple Assessments Help Lawyers Changing Careers

    Lawyers love a good assessment. Sarah has learned this running The Collab. There's something appealing about taking a test that promises clear answers about who you are and what you should do next.

    That appeal is also the problem. When you rely on just one assessment, it's easy to treat the results as the definitive answer. You think, "This is who I am. Now I need to find the career that matches." That kind of tunnel vision is exactly why Sarah uses multiple assessments with clients.

    Every assessment is a tool. It can be valuable and provide insight. But being useful and being something you should govern your career decisions on are two different things. Using multiple assessments means you can see patterns and themes that are more reliable than any single result.

    Assessments Sarah Uses:

    Values in Action (VIA) 

    Chestnut Paes Sullivan (CPS) Enneagram Compass

    Gallup CliftonStrengths Assessment (formerly StrengthsFinder)

    See show notes at formerlawyer.com/295

    12 January 2026, 9:00 am
  • 9 minutes 8 seconds
    Don't Wait for the World to Stabilize Before You Leave Your Legal Job

    When the world feels unstable, the idea of introducing more instability into your life by leaving your job can feel impossible. But waiting for things to stabilize before you address your career unhappiness might mean waiting forever.

    2025 was a difficult year. If you're already in an overwhelming job, everything else happening in the world makes it even harder to think clearly about your career.

    But even in difficult years, lawyers leave the legal profession and find work they actually want to do. Even when things are rough, it's still possible.

    See show notes at formerlawyer.com/294

    5 January 2026, 9:00 am
  • 9 minutes 51 seconds
    Do You Need a Bridge Job? Key Questions for Lawyers in Transition

    One of the most common questions lawyers ask when they're thinking about leaving is whether they need a bridge job. It's a fair question, but before Sarah can answer it, she needs to know which type of bridge job you're talking about.

    Because there are actually two very different kinds.

    See show notes at formerlawyer.com/239

    29 December 2025, 9:00 am
  • 10 minutes 50 seconds
    I'm Not Here to Convince You to Leave the Law

    Sometimes people ask Sarah, "Do all the lawyers you work with end up leaving law?" She gets the sense they think she's trying to convince people to abandon their legal careers, like she's running some kind of exit campaign.

    Let her be clear. She's not here to convince anyone to leave the law.

    See show notes at formerlawyer.com/251

    22 December 2025, 9:00 am
  • 8 minutes 23 seconds
    The Best First Step When You're Not Ready to Leave Law Yet

    Maybe you're thinking about leaving the law, but you aren't quite sure you're ready to start working through the process. You're thinking, "I really think this isn't for me, I definitely want to get out eventually, but maybe not at this exact moment." If that sounds like you, there's something you can do.

    This is going to be the most unsurprising recommendation, but one of the things that's really important for lawyers who are going through the process of figuring out what they want to do that isn't practicing law is therapy.

    See show notes at formerlawyer.com/293

    15 December 2025, 9:00 am
  • 6 minutes 44 seconds
    Why Community Support Matters When You're Leaving the Law

    When lawyers start thinking about leaving, they focus on the practical steps. What career should I pursue? How do I update my resume? What skills do I need? Those things matter, but Sarah consistently hears from lawyers that they underestimated something else. They didn't realize how much they needed to know they weren't alone.

    The legal profession can be deeply isolating, especially for people who are unhappy. In a field focused on prestige, lawyers often feel like they have to maintain a professional persona just to be taken seriously. It becomes hard to admit that the work doesn't fit, even to yourself. Lawyers who want out often believe they're the only ones who feel that way. They look around at colleagues who seem fine and wonder what's wrong with them for struggling.

    In this episode Sarah shares why finding even just one or two other people also going through this process can make leaving the law so much easier. 

    See show notes at formerlawyer.com/292

    8 December 2025, 9:00 am
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