That One Lawyer™ Podcast

Neal A. Goldstein
  • 5.0 (8)
  • Entrepreneurship
  • Weekly

The truth is, law school never taught lawyers how to build the kind of client relationships that create real success. That One Lawyer™ Podcast, hosted by attorney and bestselling author Neal A. Goldstein, helps lawyers and professionals grow their practices through authenticity, trust, and real connection. If you're trying to grow your law firm, stand out in your market, or simply figure out what's next, this show is for you. Neal brings nearly 40 years of courtroom and client experience to every episode, alongside honest conversations with lawyers, entrepreneurs, and leaders who know that real growth starts with real relationships. Forget the flashy marketing gimmicks — you'll get relationship-first strategies, business-building advice, and mentorship that actually makes sense in the real world. Whether you're a solo attorney, firm owner, or just getting started, tune in for insights and stories that remind you why authenticity still wins. New episodes every Wednesday. For more, visit TruthInSuccess.com.

  1. 1h ago ·  Video

    What If the Best Way for Lawyers to Network Is to Stop Networking?

    What if networking did not have to feel like networking? Neal Goldstein revisits an early conversation with Mitch Jackson about younger lawyers, digital communication, authenticity, and the pressure to turn every interaction into business. Mitch shares a refreshingly human approach: stop trying to sell your law firm in every conversation. Build real relationships instead. Go to the game. Meet for coffee. Talk about what matters to the other person. Listen. They discuss how Gen Y and Gen Z are building community differently, why digital relationships can lead to meaningful in-person connections, and why lawyers who combine authenticity with technology may be the ones who build the strongest careers. Follow That One Lawyer wherever you listen for more honest conversations about the people behind the profession.

  2. Oct 28

    This Lawyer Grew Up in Beverly Hills. She Won't Pretend She Gets It

    Sydney Siegel grew up in Beverly Hills. Today, as a public defender in Brooklyn, she represents people whose lives often look nothing like hers. She doesn't try to hide that difference. In this episode of That One Lawyer Podcast, Sydney joins Neal Goldstein to discuss earning clients' trust without pretending to share their experiences. She explains how meeting the people behind criminal complaints changed her assumptions about defense work, and how a conversation with a homeless client challenged her own desire for more. Sydney also shares the story behind a transportation project she developed during an internship in Los Angeles. After seeing a man struggle to reach court, she pitched Uber on providing ride vouchers for public defender clients. The project grew from a simple observation: people sometimes need practical help before they can meet the demands of a criminal case. From Division I track at Columbia to Brooklyn Law School, Survivor, and The Challenge, Sydney has pursued a life with several competing ambitions. She talks about what reality television taught her about confidence, how those lessons show up in negotiations with prosecutors, and why she wants her legal work to remain at the center of her professional identity. The conversation also includes her father's example of enjoying a legal career while being present at home, the importance of courthouse relationships, and her account of workplace antisemitism after October 7. Follow or subscribe to That One Lawyer Podcast for more candid conversations with Neal Goldstein about law, relationships, identity, and the lives we build along the way. Neal Goldstein - Hosted by Neal Goldstein. IG: / nealagoldsteinlaw  IG/ thatonelawyerpod LinkedIn: / nealagoldsteinlaw Sydney Segal- IG - https://www.instagram.com/queensydney?obrf=MTY5bXVzejB4Zmp6Zw== LI - https://www.linkedin.com/in/sydney-segal-144b66100/

  3. Oct 21

    A Judge Mistook Her for a Social Worker. She Was the Lawyer.

    A judge looked at Jill Switzer's male client and assumed he was the lawyer. Jill, the person actually representing him, was mistaken for a social worker. For someone approaching 50 years in the profession, it is one of many experiences that explain her willingness to say what she thinks. When Neal Goldstein asks whether her career gave her the freedom to speak openly, Jill answers: "I speak whether I have freedom or not." Known for her Old Lady Lawyer column at Above the Law, Jill joins Neal to discuss being underestimated, the stigma attached to a law school name, and the difference between confidence and an ego that prevents a lawyer from asking for help. She also remembers a newsroom mentor who shared everything he knew, describes the micromanagement that drove her to leave a job, and questions why lawyers risk their professional standing for a moment of satisfaction on social media. Their conversation turns to the relationships that make difficult work possible, why a complicated question sometimes requires a phone call, and what Jill is still figuring out as she considers her next chapter. It closes with a remembrance of a longtime friend whose determination and generosity left a lasting mark on her life. Read Jill Switzer's columns at Above the Law. Follow or subscribe to That One Lawyer Podcast for more conversations with Neal Goldstein about relationships, identity, and the human side of practicing law. Find Jill Switzer's Old Lady Lawyer columns at Above the Law. https://abovethelaw.com/author/jillswitzer/ Subscribe to That One Lawyer Podcast for candid conversations about the people behind the profession, the relationships that shape a career, and what it means to build a life while practicing law. https://www.youtube.com/@ThatOneLawyerPod  Hosted by Neal Goldstein. IG: https://www.instagram.com/nealgoldsteinlaw/ https://www.instagram.com/thatonelawyerpod/  LinkedIn: https://www.linkedin.com/in/nealagoldsteinlaw

  4. Oct 14

    They Said Going In-House Would End Her Legal Career

    Emma Lilley was told that going in-house early would damage her legal career. But the conventional route already felt like a place where she didn't belong. Growing up in a working-class family in Stoke-on-Trent, Emma had no family roadmap into law. She originally wanted to study music. When that plan fell through, an available university place led her to a law degree, where she found herself trying to understand things other students seemed to know already. In this conversation with Neal Goldstein, the solicitor behind In-house Potter and founder of InHOCO shares how discovering in-house legal work changed her relationship with the profession. She talks about the criticism she faced, the people who took a chance on her, and why her upbringing became one of her greatest strengths. There is also an unexpected encounter with Jimmy Carr in Starbucks before a legal exam, a candid discussion about AI and junior lawyer training, and a closer look at the human skills that help lawyers make a difference inside a business. Emma explains how her community supported her campaign for regional solicitor admission ceremonies and why making those milestones accessible matters to families. At the end, she remembers the grandfather she wishes could have seen what that campaign achieved. Along the way, Neal and Emma explore the difference between pursuing a career that earns other people's approval and building one that feels right to you. Find Emma Lilley on LinkedIn and Instagram at @emmalilleylaw, and explore In-house Potter and InHOCO. Follow or subscribe to That One Lawyer Podcast for more honest conversations about the people, relationships, and decisions that shape a life in law.

  5. Oct 7

    Trying to Fit In as a Lawyer Was Costing Her

    Have you ever felt you had to become someone else to fit in as a lawyer? In this selected replay from an earlier episode of That One Lawyer Podcast, Neal Goldstein revisits his conversation with corporate lawyer Lani Medina about the pressure to fit a professional mold and the strengths that pressure can cause you to overlook. Lani, a Puerto Rican attorney raised in the Bronx and the first lawyer in her family, recalls feeling out of place at Columbia. She talks about being an introvert in an extroverted world, learning to value her ability to listen, and making herself visible so younger lawyers can see another version of what a corporate attorney can look like. Their conversation explores client trust, bringing a human touch to corporate law, and handling difficult people with kindness and professionalism. Lani also shares why she speaks openly about OCD and anxiety, despite uncertainty about how those disclosures will be received. They close by discussing whether lawyers can embrace artificial intelligence while preserving their authenticity, judgment, and responsibility to clients. Follow or subscribe to That One Lawyer Podcast for more honest conversations about the human side of being a lawyer.

  6. Sep 30

    Brian Cuban on Being a Lawyer—and an "Ambulance Chaser"

    In Part 2 of Neal Goldstein's conversation with Brian Cuban, the focus turns to the lawyer Brian became while his personal life was unraveling. Brian speaks candidly about his years practicing personal injury law and why he has described himself as an "ambulance chaser." He and Neal discuss the referral relationships, chiropractors, settlements and ethical questions surrounding that period of his career, without pretending the past was cleaner than it was. Their conversation also explores addiction and mental health in the legal profession, the role of lawyers assistance programs, and the complicated reality of lawyers who may continue functioning professionally while struggling privately. Brian also discusses his transition into writing and his novel The Ambulance Chaser, which draws from a professional world he experienced firsthand. The conversation ultimately returns to connection, recovery and what it means to show up for another lawyer who may be struggling. Brian closes with a deeply personal story about a lawyer he knew and what he wishes he could say to him today. Follow or subscribe to That One Lawyer Podcast for conversations about the people, relationships and experiences behind the practice of law. Brian Cuban - https://briancuban.com/ Brian Cuban - LI - https://www.linkedin.com/in/briancuban/ Neal Goldstein - YT - https://www.youtube.com/@ThatOneLawyerPod Neal Goldstein - LI - https://www.linkedin.com/in/nealagoldsteinlaw/?isSelfProfile=true

  7. Sep 24

    Brian Cuban on the Addiction That Nearly Cost Him His Life

    Brian Cuban's story did not begin with recovery, writing, or being Mark Cuban's brother. It began with a kid in Pittsburgh struggling with shame, bullying, body image, and an overwhelming desire to belong. In Part One of this two-part conversation, Brian talks about the childhood experiences that shaped his identity, the loneliness he carried to Penn State, the eating disorder and drinking that followed him into law school, and why he became a lawyer even though he never really wanted to practice law. Brian also recounts one of the darkest moments of his addiction and the role his brothers, Jeff and Mark, played when his life was in danger. This is a conversation about the things people carry with them long before anyone else can see the consequences, and about the family connections that can matter when everything else begins to disappear. Follow or subscribe to That One Lawyer Podcast so you don't miss Part Two of Neal Goldstein's conversation with Brian Cuban. Brian Cuban - Buy The Book- The Ambulance Chaser: https://a.co/d/04rp5smw Brian Cuban - Website: https://briancuban.com/ Brian Cuban - LinkedIn: https://www.linkedin.com/in/briancuban/ Neal Goldstein - IG- @nealagoldsteinlaw Neal Goldstein Linkedin -https://www.linkedin.com/in/nealagoldsteinlaw/  Neal Goldstein - Books: https://www.amazon.com/Whos-Waiting-Room-Authentic-Relationships/dp/1642255408/ref=tmm_hrd_swatch_0

  8. Sep 16

    The Client Relationship Most Lawyers End Too Soon

    When does the relationship with a client end? For many lawyers, the practical answer is when the case ends. Neal Goldstein sees it differently. In this episode, Neal talks about treating clients as more than transactions and why some of the most important relationships in a legal career continue long after the immediate legal work is finished. He discusses calling clients before they call you, staying connected without an agenda, listening instead of self-promoting, building genuine relationships with referring attorneys, and learning how to have conversations with people from every walk of life. Neal also looks back at his early days practicing law, when conversations with taxi drivers and other people he encountered in everyday life unexpectedly became sources of relationships and referrals. The episode closes with a deeply personal example. More than a year after resolving a client's case, Neal learned that her husband had died. He called her and took her to lunch. There was no case to discuss and no business objective. There was simply a person he'd developed a relationship with who was going through a difficult time. This conversation was originally recorded several years ago for a different project, but the central idea remains remarkably relevant: being a lawyer is about more than what happens while a file is open. Follow or subscribe to That One Lawyer Podcast for more conversations about the relationships, decisions, experiences, and human side of building a life in the law.

See All (68)

Trailer

5
out of 5
8 Ratings

About

The truth is, law school never taught lawyers how to build the kind of client relationships that create real success. That One Lawyer™ Podcast, hosted by attorney and bestselling author Neal A. Goldstein, helps lawyers and professionals grow their practices through authenticity, trust, and real connection. If you're trying to grow your law firm, stand out in your market, or simply figure out what's next, this show is for you. Neal brings nearly 40 years of courtroom and client experience to every episode, alongside honest conversations with lawyers, entrepreneurs, and leaders who know that real growth starts with real relationships. Forget the flashy marketing gimmicks — you'll get relationship-first strategies, business-building advice, and mentorship that actually makes sense in the real world. Whether you're a solo attorney, firm owner, or just getting started, tune in for insights and stories that remind you why authenticity still wins. New episodes every Wednesday. For more, visit TruthInSuccess.com.

Information