Real Tough Lawyers Podcast

About Real Tough Lawyers Podcast

Real Tough Lawyers goes beyond the case files to explore what it really means to build a career in law. Attorneys from Osborne, Francis & Pettis share real courtroom experiences, memorable cases, career lessons, and candid conversations about the legal profession. Whether you're considering law school, already building your legal career, or simply curious about what happens behind the scenes, Real Tough Lawyers gives you an inside look at the people behind the cases.

Publisher

Osborne, Francis and Pettis

Category

education

Language

en

Explicit

No

First episode

17 Aug 2026

Latest episode

21 Sept 2026

Latest episodes

5 episodes in the feed.

1. 

   21 Sept 2026

   Would You Defend Them? Public Defense, Unusual Cases & Tough Calls | Ep. 4

   In Episode 4, Osborne, Francis & Pettis partners Nick Johnson and Chase Nugent bring two very different backgrounds to a conversation about defending people, questioning assumptions, and making difficult decisions when someone else’s future may be at stake. The Real Tough Lawyers Podcast goes beyond case files to explore the people behind the practice of law. Our attorneys discuss their career paths, courtroom experiences, hard-earned lessons, and the memorable cases that shaped the way they practice. Each episode also features unusual legal stories that challenge our guests to consider what they would do if the case landed on their desks. Nick reflects on becoming a public defender and trying his first case only one month after passing the bar. Chase discusses growing up in a family of attorneys and finding his own place in the profession. Together, they examine jury bias, the presumption of innocence, vigilante justice, and the responsibility that comes with representing someone whose freedom, independence, or future may depend on your work. Then it’s time for Unusual Cases: an unusual story involving 21 concealed Dungeness crabs and a Seinfeld settlement moment that would make any attorney cringe. The stories featured in our Unusual Cases segment come from This is True, Randy Cassingham’s long-running newsletter featuring strange, but true, news stories, humor, and social commentary. Stories are featured on the Real Tough Lawyers Podcast with permission. Learn more and subscribe:https://thisistrue.com/Featuring Nicholas “Nick” Johnson and Chase M. Nugent, partners at Osborne, Francis & Pettis. Meet Nick: https://www.realtoughlawyers.com/our-attorneys/nicholas-johnson Meet Chase: https://www.realtoughlawyers.com/our-attorneys/chase-m-nugent This episode is sponsored by Osborne, Francis & Pettis. If you or someone you love has been seriously injured and needs help understanding the available legal options, request a free consultation at: https://www.realtoughlawyers.com/ (407) 655-3333 Follow the Real Tough Lawyers Podcast for more candid conversations about legal careers, courtroom experiences, and the unusual cases that make lawyers ask, “What would I do?” Produced by Freisa Davila Recorded in West Palm Beach, Florida This podcast is provided for general informational and entertainment purposes only and does not constitute legal advice. Listening does not create an attorney-client relationship. Every case is different, and prior results do not guarantee a similar outcome.

2. 

   2 Sept 2026

   Case Manager Confessions: What They Don't Tell You About Working in Law

   Jennifer Sabi and Nallanye Falcon, case managers at our Orlando office, pull back the curtain on what it actually takes to work in the legal field. From starting with zero legal experience to juggling a caseload of 90+ clients, they share the real, unfiltered version of the job nobody talks about. Then they react to four unusual real-life legal cases, an AI robot teacher controversy, a restaurant employee scandal, a courtroom "crocodile tears" moment caught on tape, and a driver arrested at 108 mph. Real talk, real cases, real reactions.

3. 

   25 Aug 2026

   From Defending Hospitals to Fighting for Patients | Ken Miller & Debbie Klauber

   What actually changes when a lawyer switches sides? In episode 2 of Real Tough Lawyers, attorneys Ken Miller and Debbie Klauber get honest about a career built on medical malpractice and what it taught them about the law, medicine, and people.Ken and Debbie spent years representing hospitals and doctors before moving to the other side of the courtroom to fight for injured patients and grieving families. They talk about what that switch taught them, why the best plaintiff work happens before a lawsuit is ever filed, and how a trial team really works when one lawyer chases the facts and the other runs the law.In this episode: How neither of them planned to become a lawyer, from Perry Mason reruns to FBI Most Wanted posters The one thing law school never teaches you about actually being a lawyer Will AI replace lawyers? An honest take on where it helps and where it can't Why "you don't have to know, you just have to learn" is the best advice for new lawyers What most people get wrong about what lawyers really do Whether you're headed to law school, early in your career, or just curious how the profession really works, this one is for you.New episodes every other week. Follow so you don't miss one.Real Tough Lawyers is for informational purposes only and is not legal advice.0:00 (https://www.youtube.com/watch?v=YdLluni7ung) Intro0:39 (https://www.youtube.com/watch?v=YdLluni7ung&t=39s) Welcome1:18 (https://www.youtube.com/watch?v=YdLluni7ung&t=78s) The moments that pulled them toward law3:54 (https://www.youtube.com/watch?v=YdLluni7ung&t=234s) The winding road to law school6:11 (https://www.youtube.com/watch?v=YdLluni7ung&t=371s) What law school never teaches you9:28 Falling into medical malpractice11:42 Switching sides: defending hospitals to fighting for patients16:48 The team approach behind every case20:47 Teaching the next generation25:09 Will AI replace lawyers?28:30 The human side of the job31:49 Real advice for young lawyers35:15 What people get wrong about lawyers38:43 Would they do it all again?Debbie's Bio: https://www.realtoughlawyers.com/our-... (https://www.youtube.com/redirect?event=video_description&redir_token=QUM4Zm9rUXVSV2ZETzBBdGdSTVRfVGpCVkIwOHxBR3JiS2FrWTFPZl9WZVpucDlxZ3RmY1ptY1FMZ3FFZzRtcy05MjlkZ1A3N1habnRSV1UxMklZQU8zQ0JrUmdCemtGdUozMW5FOTZyZ0M5MWpvOHNPaExPV0ZIb2NPT0Fqckw5&q=https%3A%2F%2Fwww.realtoughlawyers.com%2Four-attorneys%2Fdebra-p-klauber&v=YdLluni7ung)Ken's Bio: https://www.realtoughlawyers.com/our-... (https://www.youtube.com/redirect?event=video_description&redir_token=QUM4Zm9rUjQyMTVyQWVfc3JoS1dGUnFpMnRhNHxBR3JiS2FrZjVWMWs0RWVNVWd2MUVzTEVBRFJOYjZZNjlRMVB5ZEZCMUJYNl9zQnVCaVhTSVl6WGZLRFFERlh2ZUhJMG1UZ3JJMGV4S2hOMEQ4STVlT3lyR0tjWGJ4QVVSMnhI&q=https%3A%2F%2Fwww.realtoughlawyers.com%2Four-attorneys%2Fkenneth-j-miller&v=YdLluni7ung)

4. 

   18 Aug 2026

   What Nobody Tells You About Being a Lawyer

   What actually happens on the road to becoming a lawyer? In this first episode of Real Tough Lawyers, attorneys Christina Brooks and Reginald Penn get honest about law school, the bar exam, and the parts of a legal career nobody warns you about. Christina came to law from the classroom as a former teacher. Reggie first found personal injury law as an FSU undergrad, sorting through case files at Benjamin Crump's early firm. They talk about the mentors who changed their paths, including Greg Francis and the $1.25 billion Black farmers settlement, the imposter syndrome that follows new attorneys, and the career mistakes they learned the hard way. In this episode: 00:00 Episode Teaser 00:46 Welcome to Real Tough Lawyers 01:10 AI-Generated Lyft Damage Claim 04:02 Teacher Fired Over Disturbing Classroom “Joke” 12:17 Human Ashes Found in Amazon Urns 18:54 Cybertruck Sinks in a Texas Lake 23:00 Biggest Lies About Becoming a Lawyer 25:35 From Teaching to Law: Starting Over 28:20 What Law School Is Really Like 29:31 The Professors and Mentors Who Changed Everything 33:46 Law School vs. Practicing Law 36:29 What Law Students Should Stop Wasting Time On 37:23 How We Chose Our Areas of Law 44:37 Real Tough Questions: Speed Round 45:12 Biggest Career Mistakes 46:28 Imposter Syndrome, Courtroom Wins & Jury Surprises 47:59 Closing New episodes every other week. Follow so you don't miss one. Special thanks to Randy Cassingham of This is True for allowing us to feature stories from his newsletter in our Unusual Cases segment. Used with permission. Real Tough Lawyers is for informational purposes only and is not legal advice.

5. 

   17 Aug 2026

   Episode 1 Teaser - Real Tough Lawyers Podcast

   Get a first look at Episode 1 of the Real Tough Lawyers Podcast, featuring attorneys Reggie Penn and Christina Brooks. From unexpected career paths and imposter syndrome to unpredictable juries, unusual cases, and the realities of practicing law, Reggie and Christina share the stories and lessons you don't usually hear outside the legal world. Episode 1 premieres Tuesday, August 18. Special thanks to Randy Cassingham of This is True for allowing us to feature stories from his newsletter in our Unusual Cases segment. Used with permission.

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Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

4 ratings

Spotify

5.0 / 5

1 ratings

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Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.