Shady Lawyer Podcast

Welcome to the Shady Lawyer Podcast, the world's premier legal podcast for the lawyer, law student, and layperson, alike. I am your host, Craig Jackson, and I am a mediator/lawyer who practices in Grapevine, Texas. Prior to launching this show, I did some real soul-searching in hopes of determining whether I could start a podcast about the law that is (a) as entertaining as it is informative and (b) useful to lawyers and laypeople alike. Well, my gut has assured me that it's impossible, but we're gonna let it rip and take a stab at creating a show that is not your parents' boring, missionary position only legal podcast. We hope you will give us a chance. It may not be great, but you've done worse. You can learn more at shadylawyer.com. Brought to you by JacksonMediations.com.

Episode 3: Stripping Down the Stigma of Burnout with Jim Dolan, the Lawyer Whisperer 01/13/2025

Episode 3: Stripping Down the Stigma of Burnout with Jim Dolan, the Lawyer Whisperer In this week’s off-the-rails episode of The Shady Lawyer Podcast, we sit down with therapist Jim Dolan—a man whose father was (no joke) a bona fide hit man and lifelong criminal. We talk about the dark side of the legal profession, including lawyer burnout, depression, and anxiety, and how Jim’s…unusual…upbringing shaped his perspective on mental health. But wait—there’s more! We also dish on Candy Barr, the legendary Dallas stripper, and how her story intersects with the world of crime, law, and maybe a bit of scandal. Buckle up. This episode’s got everything: contract killers, exotic dancers, and tips to keep your mental health from going up in smoke. Key Takeaways: Burnout & Depression – Why lawyers are prime targets for chronic stress and how Jim helps them dodge the proverbial bullets. Oh yeah, and we all suffer from varying degrees of imposter syndrome (duh). Growing Up with a Hit Man Dad – Hear how Jim’s father’s life of crime influenced Jim’s insights into fear, secrecy, and the importance of therapy. Of course, no discussion of old school Dallas criminals would be complete without mentioning Jack Ruby, the Carousel Club, and sacking Candy Barr’s groceries. Actionable Tips – What steps you can take today to keep your mental health from bottoming out like a shady 3 a.m. bar tab. Where to Find Jim Dolan: Visit to learn more about Jim’s practice, especially if you’re an attorney with a stress level high enough to scare off the bailiff. Other Links you don’t wanna miss: The Shady Lawyer Podcast HQ: Jackson Mediations: You can sign up for the Jackson Mediations newsletter, Mediation Monday, at both the Shady Lawyer or Jackson Mediations sites. It hasn’t been released yet, but it will be coming post-haste. If you feel like doing us a favor, we would greatly appreciate it if you could go to Apple Podcasts or Spotify Podcasts and give us a five star rating. If we don’t deserve it yet, we will one of these days. /episode/index/show/eb637b10-14b2-460b-ba18-7591d41f16ba/id/34822685

Episode 2: From Harvard to Houston – For Carey Worrell, It’s the Simple Things in Life That Matter 01/08/2025

Episode 1: A Lawyer, a Jew, and a Music Afficionado Walk Into a Bar...Oh Wait, That's Just Robert Epstein. 12/31/2024

Intro to The Shady Lawyer Podcast 12/13/2024

Shady Lawyer Podcast

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