“There’s a reason they call it a job.” “If it was fun, everyone would do it.” “The grass isn’t always greener.” Lawyers who hate their jobs hear some version of this all the time from people outside of the legal profession, usually when they are trying to explain just how miserable their work has become.

There is a kernel of truth in the idea that every job involves some amount of work, frustration, and things you would rather not do. The problem is that every job does not suck in the way that being a lawyer can suck. For lawyers who have tied suffering to working hard or doing a good job, that distinction can be especially hard to see.

In this episode of The Former Lawyer Podcast, Sarah Cottrell talks about why “every job sucks” is bad advice for lawyers who hate their jobs, what can make legal work uniquely unpleasant, and why believing that suffering is simply part of having a job can make it harder to imagine something better.

0:30 - Hearing “there’s a reason they call it a job” from people outside the law

2:01 - The kinds of misery that can make legal work uniquely unpleasant

3:02 - Why every job does not suck in the way being a lawyer can

4:42 - When lawyers start believing work is supposed to involve suffering

5:49 - Questioning whether worthwhile work can exist without mental and emotional suffering

6:25 - Using therapy to unpack the belief that suffering is part of working hard

7:46 - You do not have to suffer in your job

8:23 - Exploring what might be a better fit despite what other people say

Mentioned In Why “Every Job Sucks” Is Bad Advice for Lawyers Who Hate Their Jobs

First Steps to Leaving the Law

When you start thinking about leaving the law, it is really common to realize that some of what you are trying to figure out is about your career and some of it goes much deeper than that. You may need help understanding what kind of work would actually be a good fit for you while also untangling why quitting feels so unsafe or why disappointing other people feels almost impossible.

That is part of why therapy and career coaching can work so well together. They might both help you get to the same place, but they are not doing the same work, and one is not a substitute for the other. What comes up in coaching can be useful to take into therapy, and the insight you get in therapy can make it much easier to see what you actually want career-wise.

In this episode of The Former Lawyer Podcast, Sarah Cottrell talks about the difference between therapy and career coaching, why she strongly recommends therapy if someone only has the bandwidth for one, and how the two can support each other as you work through what comes next.

0:29 - Coaching versus therapy when you’re trying to figure out what comes next

2:06 - Why Sarah recommends therapy when you only have bandwidth for one

2:51 - Therapy and career coaching are not substitutes for each other

4:10 - How therapy and career coaching can work together

5:13 - Using therapy to understand what shapes your ideas about work and career

7:49 - Why quitting can feel unsafe and other people’s disapproval can feel intolerable

8:23 - Learning to tolerate disappointing people without assuming you’ve done something wrong

Mentioned In Do You Need Therapy or Career Coaching When You Want to Leave Law

First Steps to Leaving the Law

You can know that you do not want to keep practicing law and still have no idea what you want to do. You may not even know what you could do. A lot of lawyers assume they need to have some sense of the answer before they can start when the process is actually designed for people who are in exactly your position.

Part of what makes figuring out what comes next so uncomfortable is that there is no assessment that gives you one answer. You have to get a clearer picture of who you are, pay attention to what you are genuinely interested in, and gather information about what different jobs are actually like. As you learn more, you refine what you are looking for, which can feel confusing when you are used to having a clear path to follow.

In this episode of The Former Lawyer Podcast, Sarah Cottrell walks through the Former Lawyer Framework and explains how she helps lawyers figure out what they want to do instead of practicing law. She talks about why the process starts well before resumes and LinkedIn, what makes the exploration stage so confusing, and how getting more information can help you identify work that is actually a better fit.

0:27 - The Former Lawyer Framework for figuring out what to do when you do not want to practice law

1:17 - Looking back at what brought you to law in the first place

2:46 - Getting a clearer picture of who you are and what makes a job a good fit

4:27 - Why assessments do not give you one answer about what to do next

5:16 - Letting genuine interest guide which career options you explore

8:55 - Refining your options when the process does not follow a clear path

10:30 - Why resumes and LinkedIn come at the end of the process

11:38 - Knowing you dislike your current job is enough to get started

12:39 - Final enrollment details for the Former Lawyer Collaborative

Mentioned In How to Figure Out What You Want to Do Instead of Practicing Law

The Former Lawyer Collaborative

First Steps to Leaving the Law

After years in the law, it can be easy to believe that creativity simply is not part of who you are. Maybe you stopped making time for things you used to enjoy, or maybe you decided a long time ago that being artistic was not practical, serious, or something that fit with the kind of person who becomes a lawyer.

That belief can shape more than what you do outside of work. It can also shut you off from whole groups of jobs because you think of them as jobs for creative people, and you do not see yourself as one of those people. Reconnecting with your creativity does not mean you need to become a working artist. It may just mean realizing that creativity is important to you and that you have been setting that part of yourself aside.

In this episode of The Former Lawyer Podcast, Sarah Cottrell talks about why so many lawyers say they are not artistic or creative, how legal work can leave people feeling stifled, and what can happen when creativity starts to bubble back up. She also talks about making room for that part of yourself, whether it changes the kind of work you want to do or simply helps you build a more fulfilling life.

0:30 - Telling yourself that you are not artistic or creative

1:10 - Learning that being an artist is not a realistic career path

2:19 - Feeling stifled by the constraints on creativity in legal work

3:28 - Realizing that being artistic or creative is important to you

4:35 - Picking up old hobbies and reconnecting with creativity

5:30 - Being afraid that recognizing your creativity will make you more dissatisfied

6:40 - Cutting yourself off from an avenue for joy and fulfillment

8:24 - Sarah’s own experience of saying she was not artistic or creative

9:38 - Making room for all the different parts of who you are

Mentioned In Reconnecting With Your Creativity After Years in the Law

First Steps to Leaving the Law

The Former Lawyer Collaborative

If you have been thinking about joining the Former Lawyer Collaborative, now is the time. Enrollment is closing permanently on August 31, 2026, and while the program will remain open for another year, this is the last chance to join the community and work through the Former Lawyer Framework with Sarah’s support.

In this episode of The Former Lawyer Podcast, Sarah Cottrell talks about why she decided to close the Collaborative, what members will still have access to through August 31, 2027, and where she plans to focus her work next. She also shares what the last few years have made even clearer to her about how important it is for unhappy lawyers to feel seen, understood, and less alone while they figure out what comes next.

0:27 - Why enrollment in the Former Lawyer Collaborative is closing

4:48 - How the Collaborative grew from a community into the Former Lawyer Framework

6:57 - How AI and information overload changed Sarah’s thinking about the future of Former Lawyer

9:32 - When the Collaborative will close and why enrollment ends a year earlier

10:14 - What members will still have access to through August 31, 2027

11:34 - What Sarah plans to focus on after the Collaborative ends

14:52 - The importance of human connection for lawyers figuring out what comes next

Mentioned In What’s Next for the Former Lawyer Collaborative

You Don't Have To Quit Your Job To Start Leaving Law 

The Former Lawyer Collaborative

Collab Plus One-on-One Program

First Steps to Leaving the Law

In today’s episode, Sarah is back again with Annie Little discussing the book Bullshit Jobs by David Graeber.

The final misery covered in the book is the misery based on knowing that one is doing harm. The most obvious example of this as lawyers would be representing a person or entity, and they are asking you to do something that is itself harmful. While these situations may arise, people tend to be aware and can deal with the moral conflict. 

In today’s episode, Sarah is back again with Annie Little discussing the book Bullshit Jobs by David Graeber. It’s part of a series of podcast discussions diving into the miseries of a bullshit job, and today, it’s time to dive into the third misery that comes with bullshit jobs. If you missed the first two, go back and catch up.

See show notes at formerlawyer.com/189

In today’s episode, Sarah is back again with Annie Little discussing the book Bullshit Jobs by David Graeber. It’s part of a series of podcast discussions, so check out the others before and after this one. Graeber gives four reasons why having a bullshit job feels so miserable. Last week’s discussion was all about the first reason—ambiguity and forced pretense—catch up on that one first. Then, let’s dive into the second reason.

See show notes at formerlawyer.com/188

This episode is part 2 of the series where Sarah is chatting with Annie Little about the book Bullshit Jobs by David Graeber. If you missed the first episode in this series, check that out first and learn the background of this series and more about Annie. This episode is about the misery of ambiguity and forced pretense, which is the first of four things Graeber identifies as an impact that having a bullshit job can have on you.

When it comes to ambiguity in law firms, the lack of transparency is the first thing that comes to mind for Annie. She points out that there should be a simple, straightforward path with clear instructions on each assignment and an obvious ladder to climb within the firm. In reality, there are so many hidden things that lawyers are left to just figure out on their own. 

See show notes at formerlawyer.com/187

Sarah revisits the Bullshit Job series on today's podcast with Annie Little, another lawyer career coach. Annie has been on the podcast a few times in the past, like the episode on ADHD. She founded her company, JD Nation, and helps lawyers find better jobs, both in and out of law. 

In this new series, the two of them discuss the book Bullshit Jobs: A Theory by David Graeber and dive into some of the book's observations. This first episode covers why you should care about this book and answer, “Is being a lawyer a bullshit job?”

See show notes at formerlawyer.com/186

In legal practice, it is easy to start measuring yourself by whether you can cover every detail, do everything perfectly, and keep grinding through whatever is in front of you. If that is not the way you are wired, it can feel like there is something wrong with you, instead of recognizing that the job is rewarding a narrow set of behaviors.

Alex Su describes this as game selection. In business roles, especially sales, marketing, and business development, success often depends on trying things, learning what works, moving on from what does not, and prioritizing the things that actually move the needle. The question becomes less about whether you can fix yourself into a better lawyer and more about whether you are playing the right game for your strengths.

In this episode of The Former Lawyer Podcast, Sarah Cottrell talks with returning guest Alex Su about what lawyers need to understand when they move out of practice and into business roles. They talk about why legal training can make that shift feel uncomfortable, how performance-based work rewards a different kind of resilience, and why the right role can make strengths visible that law may have treated like problems.

1:43 - Alex’s move from practicing law into a business career in the legal space

3:55 - Why business roles reward a different skill set than legal practice

5:49 - The comfort of hours worked and why the shift to ROI can feel difficult

7:21 - What changes when the goal is producing outcomes instead of putting in more hours

9:15 - Why experimentation requires a different relationship with failure

10:28 - How perfectionism can become counterproductive in performance-based roles

13:05 - When traits that are treated like problems in law can work well elsewhere

14:54 - Alex’s idea of game selection and choosing the right role for your strengths

21:08 - What Latitude partners do after leaving the practice of law

24:22 - Why business roles require ruthless prioritization

27:10 - The kind of resilience that business roles require

30:33 - How legal practice moralizes failure in a way other roles often do not

33:56 - Why a successful pivot requires knowing yourself and staying a student

36:34 - Head intelligence, instinct, and emotional intelligence in non-practicing roles

39:39 - Alex’s advice for lawyers considering a pivot to sales, business development, or business

Mentioned In How Lawyers Can Rethink Their Skills for Business with Alex Su

From Biglaw to Legal Tech with Alex Su

Alex Su’s Substack

Alex Su on LinkedIn

Latitude Legal | Legal Partner Job Posting

First Steps to Leaving the Law

Former Lawyer Collaborative