
Bourbon with Brad
Each week Brad explores the latest in AI, crypto & sports while savoring a different bourbon. Expect curious & lighthearted conversations with great guests plus candid tastings notes, storytelling, & practical takeaways you can use at work & at the bar.
Episodes
Bourbon, Broadcasts & the LA Breakthrough: Kristi K IS After Hours
This week on Bourbon with Brad, we welcome a powerhouse in journalism and storytelling — Kristi K, an award‑winning broadcaster whose career spans PBS, NPR, and now her newest venture, Kristi K IS After Hours. Kristi shares how she first broke into journalism, the early moments that shaped her voice, and the evolution of her work across public media. She also drops some big news out of LA, giving
Bourbon, Billion‑Dollar Bets & the AI Shutdown Heard Around the World
This week on Bourbon with Brad, the AI headlines are as bold as the pour. Brad breaks down SpaceX’s massive IPO, the strategic move to acquire Cursor using $60 billion in SpaceX stock, and the stunning shutdown of Anthropic’s Mythos and Fable 5 releases.Lou “Loubricity” jumps in with his first-ever experience using Claude, an adventure in its own right. And Eric Kowalski joins them as the bar as t
PiggyBack, Power Plays & the SpaceX Shockwave
The guys crack open Whistlepig’s PiggyBack 100% Rye - a bold, spicy 6‑year pour that sets the tone for an episode packed with energy. From the week’s biggest AI headlines to the seismic buzz around a potential SpaceX IPO, the conversation swings from sharp analysis to pure entertainment. Then Lou jumps in for another signature Loubricity segment, bringing the laughs, the chaos, and the charm that
Roasting Greatness with T.J. Fairchild: Coffee Craft, Undercover Billionaire, and Willet Bourbon
This week on Bourbon with Brad, we sit down with T.J. Fairchild, the founder and master roaster behind the iconic Commonplace Coffee. T.J. shares the remarkable story of how he and his wife built one of Pennsylvania’s most beloved coffee institutions, from reopening a shuttered shop in Indiana to growing a regional coffee powerhouse built on connection, craft, and community . We dive into his phil
Gemini Gets an Upgrade, Rare Character Steals the Show, and the Fifth Segment Goes Off
Brad jumps back into his discussion of the top AI Apps picking up with the newly upgraded Gemini AI App after Google’s big conference announcements, and he breaks down Gemini Spark, Gemini Daily Brief, Gemini 3.5 Flash, and the ambitious Gemini Omni. The guys crack open a killer bottle of bourbon from former guest and friend Eric Kowalski. It’s a Rare Character Limited Release, Batch No. 02, and t
Omar Periu: Mentors, Mistakes & the Magic of Not Taking Yourself Too Seriously
The Bourbon with Brad crew uncorked a legendary pour this week. The iconic Horse Soldier Bourbon, forged in fire by the very soldiers who rode into Afghanistan on horseback after 9/11. Its story sets the tone perfectly for a conversation built on grit, legacy, and the kind of wisdom you only get from a life fully lived.And our special guest? Omar Periu — the New York Times bestselling author, peak
AI & Crypto Headlines - May 18, 2026
It’s a packed news cycle. Trump and Xi met in Beijing with AI chips on the table and walked away empty-handed. Anthropic is closing in on a $30 billion raise at a near-trillion-dollar valuation, just days after announcing a $200 million deal with the Gates Foundation to bring AI to global health, farming, and education. OpenAI launched a whole new deployment company. Google I/O opens tomorrow with
Orbiting Data Centers, Penelope Pours, and the 5th Segment Chaos
Tonight’s pour is the classic Penelope Bourbon, and it sets the tone for an episode that swings from the stratosphere to the seafloor. Brad kicks things off by asking the week’s most unhinged infrastructure question: If we’re putting data centers in orbit and in the ocean… why not slap them on the poles too? The logic is questionable. The bourbon is not.From there, the conversation shifts as we wr
AI & Crypto Daily Headlines - May 14, 2026
The AI world surges ahead as CloakBrowser cracks every major bot‑detection suite, Google’s Addy Osmani pushes agents into real engineering workflows, and Anthropic locks in a $1.8B compute deal while Mistral races toward $1B ARR on sovereign‑AI demand. OpenAI drops a real‑time translation blueprint, Anthropic reveals how “evil AI” fiction can distort model behavior, Allen AI debuts a self‑organizi
AI & Crypto Headlines - May 13, 2026
AI surged again over the past 24 hours, with the Musk–OpenAI trial revealing new details about Elon’s push for control, Meta rolling out major upgrades including Live AI and cross‑platform Muse Spark tools, Nvidia warning that AI compute now costs more than human employees, and Meta introducing a first‑of‑its‑kind journalist compensation model for AI‑trained content. ByteDance launched a new multi
AI & Crypto Headlines - May 12, 2026
AI surged again in the last 24 hours, with Google rolling out Gemini 2.0 Flash across Workspace, Anthropic pushing a major Claude 3.7 Vision upgrade (and yes—Claude still analyzes images, it doesn’t create them), Apple locking in its new “Apple Intelligence” features for iOS 20 ahead of WWDC, Amazon launching Bedrock Agents for enterprise automation, Stability AI dropping a huge quality jump with
AI & Crypto Headlines - May 11, 2026
AI is moving faster than the news cycle can breathe, and today’s lineup proves it. We break down Anthropic’s monster GPU deal with SpaceX, the latest OpenAI model upgrades, and why Meta is staring down a lawsuit from some of the biggest names in publishing. Then we pivot to crypto, where Washington is finally getting serious about regulation, DeFi is reeling from a rumored coordinated exploit wave
Old Bourbon, New Intelligence: Begin the Big Six AI Breakdown
This week, Brad and the crew crack open one of the oldest bourbons in America - Chicken Cock - and the puns take on a life of their own. Between sips and laughter, the show kicks off a sharp, no‑nonsense breakdown of the six major AI platforms - ChatGPT, Copilot, Claude, Gemini, Meta AI, and Grok - digging into their real‑world strengths, weaknesses, popularity, and costs. The conversation also di
AI & Crypto Headlines - May 8, 2026
Today’s episode breaks down the newest moves in AI and crypto, including NVIDIA’s massive 5‑gigawatt infrastructure partnership with Australia’s IREN, Arm’s stock drop despite surging AI demand, OpenAI’s $18B Broadcom chip deal hitting a financing snag, and Anthropic expanding Claude capacity through a SpaceX compute boost. We also cover Bitcoin stalling near $85K even as ETF inflows stay strong,
AI & Crypto Headlines - May 7, 2026
In today's headlines we dive into the biggest swings in AI and crypto — from courtroom drama reshaping the future of OpenAI, to Shapiro’s crackdown on AI medical impersonation, to Google and Anthropic pushing the next wave of intelligent agents, and Bitcoin and ETH making moves that have the entire market watching. It’s the tech, the tension, and the tokens you need to know — all over one smoo
AI & Crypto Headlines - May 6, 2026
Brad breaks down another massive day in AI and crypto: Google’s new multi‑token prediction makes Gemma 4 three times faster, DeepSeek chases a $45B valuation, and a medical‑school admissions scandal exposes fresh AI‑bias concerns. OpenAI accelerates its AI‑native phone, Anthropic rolls out financial‑services agents, and Apple agrees to a $250M settlement over AI misrepresentation claims. Plus Bitc
AI & Crypto Headlines- May 5, 2026
Brad pours into today’s biggest AI and crypto stories—from Anthropic shaking up the financial markets again to Greg Brockman taking the stand in the high‑stakes Musk v. OpenAI trial. IBM rolls out its new Sovereign Core, AWS debuts Amazon Quick, and Chrome quietly installs a Gemini model that’s raising fresh privacy concerns—all distilled into one sharp, smooth daily rundown.Legal Disclaimer:The v
AI & Crypto Headlines - Monday, May 4, 2026
Brad breaks down the day’s biggest AI and crypto headlines with sharp insight, zero fluff, and a pour of something worth sipping - Coffee! From market‑moving breakthroughs to the stories everyone will be talking about today, this breakdown will keep you informed.Legal Disclaimer:The views & opinions shared on the Podcast are our own & those of our guests. Nothing we discuss should be taken
Bourbon, Breakthroughs & The Fifth Segment
This week on Bourbon with Brad, the AI world is on fire—Anthropic, Google, Meta, Palantir, OpenAI, Elon, and Trump all dropped headline‑making updates, and Brad breaks down what actually matters beneath the hype. But the real highlight is a very special guest: Brad is joined by his long-time great friend Greg Sipos, who brings a standout pour from The Espy House that instantly earns a spot in the
The Brewmaster — AI Breakthroughs, Bourbon Wisdom, and the Return of Math is God’s Mind
This week on Bourbon with Brad delivers one of the most entertaining and insight packed conversations we have had yet. The AI world dropped a full slate of major headlines over the past week or so and Brad breaks them all down with the clarity, humor, and sharp analysis listeners have come to expect. But, this episode has an extra layer of flavor thanks to a very special guest.Jay Herman joins the
Mythos, Masters Magic, and Megawatt Data Centers
This week on Bourbon with Brad, the headlines are big and the pour is even bigger. Anthropic’s Mythos announcement is shaking up the AI and cybersecurity worlds, Rory’s win at the Masters gives us a moment, and we’ve got a special guest in the studio who fits the moment perfectly. Greg Prebish joins Brad, and he does not come empty handed. He walks in with a Four Roses Private Selection that sets
Energy, Marriage, Math, and Japanese Whiskey with Eric Kowalski
On this episode of Bourbon with Brad, we sit down with a mind that feels like it was engineered in a clean room: Eric Kowalski — oil & gas and energy expert, razor‑sharp CMU grad, math philosopher, global traveler, and freshly married after a stunning ceremony in Japan.Eric brings a rare blend of technical mastery and lived wisdom. We dive into the future of global energy, the elegance of Japa
Full Court Press: Pecker Pills, Bourbon, and a Big March Madness Reveal
We pour a glass of Penelope Rio and settle in for a frank, yet funny, and informative conversation with the founder & CEO of MyEdMeds.com and Dr. Rich, MyEdMeds’ telehealth expert doctor. We go deep on boner pills - what works, what doesn’t, and why erectile dysfunction (ED) deserves serious attention even as we trade jokes over a great bourbon. Plus, the MyEdMeds team drops a BIG first‑time a
Birdies, Breakdowns & the Battle for AI’s Future
This week’s pour is bold, complex, and a little bit spicy as Brad and Deken break down the stories everyone in AI, sports, and the markets. From the fairways to federal fallout, it’s a glass‑clinking ride through the week’s biggest headlines.Penelope Architect steps into the spotlight as the Bourbon of the Week. A precision‑crafted pour finished with French oak staves that brings a layered mix of
Frontier Lines: Travels, Trials, and the Claude Controversy
Brad and Deken unpack a week of big moves and bigger questions: they trade travel stories from the road, wrap up the final moments of the Olympics, and break down OpenAI’s latest Frontier Model announcement - what it means for capability, deployment, and competition. The conversation then turns to Anthropic’s escalating standoff with the Department of Defense and a brewing industry dispute as Anth
Winter Ice, The Curling Expert, and AI on Fire
This week on Better with Bourbon, we’re joined by curling expert and all‑around legend Jordan Paul for an episode that slides effortlessly from the Winter Olympics to the golf course to the latest shockwaves in AI.We break down with Jordan why curling is the most deceptively strategic sport on ice, what to watch for as the Winter Games heat up, and then we pivot to this week's golf headlines.A
The NIL Expert - Eddie Edwards - Part 2 of 2
Part 2 of 2 - We’re joined by one of the most knowledgeable and battle‑tested voices in the NIL era — Eddie Edwards.Eddie’s career spans years as a corporate attorney, licensed NFLPA and NBPA contract advisor, and trusted representative for athletes competing at the highest levels. But his impact on today’s college sports landscape is even bigger. Eddie has worked hands‑on with NIL collectives acr
The NIL Expert - Eddie Edwards Breaks it Down
We’re joined by one of the most knowledgeable and battle‑tested voices in the NIL era — Eddie Edwards.Eddie’s career spans years as a corporate attorney, licensed NFLPA and NBPA contract advisor, and trusted representative for athletes competing at the highest levels. But his impact on today’s college sports landscape is even bigger. Eddie has worked hands‑on with NIL collectives across the countr
Our 2026 Predictions
Pour a glass and join the 'Better with Bourbon' crew for “Our 2026 Predictions” where we cut through the noise on AI infrastructure, why alcohol sales are slipping, and what that means for consumers and businesses. From stocks and crypto to market trends and the biggest sports storylines of 2026, we mix sharp analysis with bourbon‑soaked banter to help you spot opportunities ahead. We also
The Conversation We Needed to Start
A smooth first pour to kick off the show. Brad and Deken introduce themselves, share why they launched Better with Bourbon, and dive into this week's biggest headlines across finance, AI, and sports. They are joined by Dave Brocious, Managing Partner of Sky Point Crane, for a sharp conversation on building in high-stakes industries and his take on the stories of the week. Grab a glass of your
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