Robert Simon

Bourbon of Proof

Business EN ↓ 142 episodes

Welcome to Bourbon of Proof. This is a show where we talk to those who have made it in the legal profession and we do it over great conversations and spirits including bourbon, whiskey and scotch. It's either going to arrive at the station on time or go off the rails entirely. The series is about law and life, hosted by Bob Simon & Mauro Fiore.

Author

Robert Simon

Category

Business

Podcast website

bourbonofproofseries.com

Latest episode

Jul 8, 2026

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Episodes

Moving His FIGHTS From the Ring to the COURTROOM! | Bourbon of Proof vs. Jordan Jones 14.01.2026

The BOP boys are back at Gilly's Clubhouse in Detroit with guest Jordan Jones — former boxer, Canadian immigrant, and the guy who famously bought  TruckLawyers.com  for $2,500 and then turned it into a national trucking-law empire. Bob, Mauro and Jordan talk about how Zoom depositions changed trucking litigation forever and what it takes to go from "troubled kid" to vice chair of the American Asso...

Joining a POWERHOUSE FIRM Doesn't Equal SELLING OUT!! | Bourbon of Proof vs. Gary Safir 12.01.2026

This time on Bourbon of Proof, the guys pour some prohibition-strength Old Forester for Gary Safir — Midwest trial lawyer and the only man we know who parlayed a Latin American surf vision-quest into an eventual $2.1M jury verdict. Bob, Mauro and Gary talk about Morgan & Morgan's unlimited well of resources and break down how to file 2,200 lawsuits in a single day! Welcome to more Detroit-based BO...

GOING TO BATTLE for His Client's Right to CHOOSE!! | Bourbon of Proof vs. Jon Marko 07.01.2026

Back in Detroit, the Bourbon of Proof crew goes live from the Gilly's Clubhouse rooftop with trial lawyer Jon Marko — civil-rights gunslinger and Midwest legal revolutionary. The guys cover Blue Cross vaccine verdicts, the fact that judges hate remote hearings and why Indian whiskey tastes like a campfire in your mouth. Must we say it again... justice in Detroit is best served neat!   If you'd lik...

Recognizing BEHAVIORAL PATTERNS in Your JURY!! | Bourbon of Proof vs. Samantha Teal 05.01.2026

On this episode of Bourbon of Proof, the guys are back in Detroit with Samantha Teal — the jury whisperer who wins monster verdicts without ever having gone to law school. Samantha breaks down why the most powerful courtroom question is simply, " How do you feel? " , and why your Louis Vuitton bag might actually be hurting your case. Also, Bob and Mauro debate whether ordering nine Taco Bell items...

DISMANTLING FRAUD in Mass Tort Litigation!! | Bourbon of Proof vs. Katherine Hoffmann 31.12.2025

On this episode of Bourbon of Proof, Bob and Mauro welcome Katherine Hoffmann—the only person in the room casually reviewing 1,000+ legal leads a day! Kate breaks down how fake claims are flooding courts, why real injured people pay the price, and how her company became the industry's secret weapon against NONSENSE (as Mauro would put it). No mixers, no chasers, and absolutely ZERO fake cases allo...

The Mad Scientist - DRUG DISCOVERY and PATENT LAW! | Bourbon of Proof vs. Jason Tejani 29.12.2025

What do you get when you mix bourbon, perfume, AI-powered drug discovery, Wu-Tang trivia, and a patent lawyer with a 15-speaker sound system and a video game obsession?? This week, Bob and Mauro welcome Jason Tejani—biotech brainiac, patent attorney, and accidental mad scientist. Get nerdy with us in the coolest possible way on this scientific & nostalgic episode of BOP!!   If you'd like to reach...

BUILDING Your Firm Towards a Valuable EXIT!! | Bourbon of Proof vs. Chrissy Hagen 24.12.2025

Live from Detroit, the Bourbon of Proof crew sits down with trucking-law badass and twin-wrangler Chrissy Hagen, who somehow built and sold her own firm AND founded the Sisterhood of the Eight — a group of women lawyers who drive actual semis and hand out embroidered jackets for eight-figure verdicts. Chrissy teaches the guys what "balance" really means... and they promptly ignore it. Bottoms up!!...

Trading the COURTROOM for a PODCAST STUDIO!! | Bourbon of Proof vs. Robert Ingalls 22.12.2025

Bob and Mauro sit down with recovering lawyer turned media mogul Robert Ingalls, who quit law and built a podcasting empire instead. The guys talk about Robert leaving law, launching Trial Pods , and accidentally creating the Barstool Sports of litigation. Recorded live in Charleston, SC under the influence of inspiration (and copious amounts of bourbon)!   If you'd like to reach out or submit a c...

Finding BALANCE Between the COURTROOM and PARENTHOOD! | Bourbon of Proof vs. Julie Moore 17.12.2025

Charleston trial lawyer Julie Moore joins Bob and Mauro for a bourbon-fueled deep dive into motherhood, med mal, and marriage to a literal judge. Between parenting hacks, downing Viking mead, and Bob roasting Mauro's sleep habits, Julie explains why suing doctors in South Carolina can be even harder than parenting an 8-year-old. Bottoms up to another BOP episode from down south!   If you'd like to...

BREAKING the Bourbon BOYS' CLUB!! Bourbon of Proof vs. Julie Macklowe 15.12.2025

Live from New York, Bob and Mauro welcome Julie Macklowe — hedge-fund boss turned whiskey ICON — who's redefining bourbon one couture bottle at a time. Between 10 a.m. tastings, Honey Badger cocktails, and flask-in-fanny-pack tips, Julie schools the boys on what happens when Wall Street meets whiskey neat. Let's hear it for The Macklowe!!    If you'd like to reach out or submit a case for free rev...

CLIENT CARE Is Your TRUE ROI!! | Bourbon of Proof vs. Andy Seavers 10.12.2025

Bob and Mauro sit down with Case Status founder Andy Seavers who's living proof you can go from sleeping in Walmart parking lots on tour with your band, to running your own client-care software company in a matter of years. And this former rocker shows that he can still melt a few faces (mostly from the 144-proof whiskey on hand)! It's another BOP banger, straight from Charleston, SC!   If you'd l...

Having the GUTS to Bring Your Cases TO TRIAL!! | Bourbon of Proof vs. Mark Bringardner 08.12.2025

From Bourbon and Bubbles on King Street, Bob and Mauro welcome Charleston legend Mark Bringardner - a trial lawyer with some serious courtroom swagger. Between sips of some high-octane juice, they cover everything from million-dollar wrecks to some ridiculously bad insurance excuses. It's bourbon-fueled justice, just the way we like it!   If you'd like to reach out or submit a case for free review...

Bringing HUMANITY to the Practice of LAW!! | Bourbon of Proof vs. Kenny Berger 03.12.2025

This week, Bob and Mauro welcome South Carolina trial lawyer-extraordinaire Kenny Berger. What starts as a serious chat about tort reform and drunk-driving laws quickly spirals into Bob misquoting James Bond, Mauro pitching tequila as a breakfast bourbon, and Kenny somehow holding it all together like the designated driver of Charleston. It's law, laughter, and maybe some mild liver damage - Bourb...

When INTAKE Meets TECHNOLOGY!! | Bourbon of Proof vs. David & Hayden Haskins 01.12.2025

Back in Charleston, SC, the guys sit down with The Haskin Brothers to discuss their legal tech platform that's WAY smarter than your intake team (no offense). Between sips of 142-proof whiskey and Colombian moonshine, Bob and Mauro learn how Speed AI literally saves million-dollar cases. Live from Bourbon and Bubbles, here's to another BOP road show!

Dram Shop Talk over BOOZE!! | Bourbon of Proof vs. Spencer Wetmore 26.11.2025

Bob and Mauro hit Charleston, SC and sit down with attorney and U.S. Representative Spencer Wetmore. She joins the guys to talk Dram Shop laws, tort reform, and why truth in politics is as rare as caviar on a grilled cheese. Their bonus, hyper-confused discussion about "Bourbon in the Bathroom" is just par for the course. Welcome to Southern hospitality, Bourbon of Proof-style!

BEING THE CHANGE He Wants to See in HIS COMMUNITY! 19.11.2025

This week, Bob and Mauro sit down with Bernard Taylor - firefighter, paramedic, and viral creator who decided that running into burning buildings wasn't risky enough… so he's running for CONGRESS! Bernard breaks down grassroots politics, White House MMA brawls, term limits, social media comedy and why he's positioning himself to trade the firetruck for Capitol Hill. All this over sips of a classic...

Building Lasting LEGACIES in LAW and in LIFE! 17.11.2025

Live from historic (and apparently haunted ) Savannah, GA, Bob and Mauro sit down with the one and only Chadrick Mance.   Chad breaks down what it means to build legal institutions that outlive you, why trial lawyers help shape democracy, and how he went from lawyer to professor to community leader and NAACP president. Cheers to Chadrick Mance!

Social Media's Favorite ATTORNEY MOM Live From SAVANNAH GEORGIA! 12.11.2025

Live from Savannah, the boys sit down with Florida trial lawyer, mom, TikTok legal warrior, and admitted "vodka-over-vermouth" enthusiast Shannon Schott! She breaks down tort reform chaos, TikTok fame gone wrong, waiver law, adoption ethics, and why Florida lawyers once filed 200,000 lawsuits in a panic. Grab the nearest bottle of bourbon (or vodka) and enjoy the ride!

LEGAL AF Meets BOURBON OF PROOF Live From LAW DI GRAS!! 10.11.2025

In this Bourbon of Proof x Legal AF crossover event, the guys go full "Hot Ones but bourbon" with trial lawyer-turned-legal-media powerhouse Michael Popok. He drops constitutional knowledge bombs while Mauro drops inside information about the Waffle House menu and Bob casually pours whiskey worth more than the average used Honda. Expect Pappy. Expect politics. And expect one familiar father in the...

LIVE from Las Vegas it's CAALA Chaos!! 05.11.2025

Live from the CAALA Convention in Las Vegas, the Bourbon of Proof crew hosts a roundtable that's one part legal symposium and one part open-bar chaos. Congressman Derek Tran defends his right to wear Jordans in Congress, Marissa Roy campaigns to clean up L.A. (while taking bourbon shots like a pro), and Gerald  Singleton talks about his firm's HUGE Tesla autopilot verdict. Other highlights include...

PERSONAL SACRIFICE in Pursuit of JUSTICE! 03.11.2025

This week, the guys welcome Rahul Ravipudi - former Trial Lawyer of the Year, fellow fantasy footballer and proud Buffalo Bills fan (a detail Bob just can't resist roasting). Rahul opens up about the toll long trials away from his family can take, his passion for children's rights in court, and why AI is best used as a booster, not a crutch. In between collusion accusations, Bob, Mauro and Rahul s...

WINNING a Congressional Seat by 653 VOTES!! 29.10.2025

This week Bob and Mauro welcome their old buddy turned Congressman, Derek Tran — a man who went from winning cases to winning elections (barely)! Derek opens up about his $46 million campaign slugfest, trading a seven-figure income for a government paycheck, and why Congress is more Veep than West Wing. The guys toast to Derek's military service with 132-proof bourbon, debate the ethics of whiskey...

Getting FIRED by the White House as U.S. ATTORNEY!! 22.10.2025

This week the guys are in Charleston, South Carolina where they welcome former U.S. Attorney Adair Boroughs. Adair has taken on everything from tax cheats with private jets to child predators hiding behind social media—and lived to tell the tales with equal parts grit and grace. The crew also dives into female master distillers, bourbon science, and Madeleine Albright's jewelry. Justice, booze, an...

BATTLING GIANTS in the Courtroom and Running for PUBLIC OFFICE!! 15.10.2025

This week the guys sit down with Marissa Roy—Deputy Attorney General, poker shark, whiskey lover, and candidate for L.A. City Attorney. Between fighting for workers' rights and surviving East Coast winters, Marissa proves she's a force to be reckoned with. Cheers to whiskey, politics, and having a strong poker face both in and out of the courtroom!

SETTLEMENT STRATEGY for LAWYERS and Their CLIENTS!! 08.10.2025

This week, the guys welcome Australia's own Courtney Barber. Courtney is Chief of Sales at Independent Life and also hosts the Settlement Nation podcast—two platforms where she offers sharp financial advice for lawyers and their clients. Naturally, Bob and Mauro take the opportunity to ask for Courtney's professional opinion on whether or not they should buy a private plane. The conversation then...

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