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. Legal Disclaimer: The views and opinions shared on the Bourbon with Brad Podcast are our own and those of our guests. Nothing we discuss should be taken as financial, legal, business, or gambling advice. Don’t make investment, business, or betting decisions based on our conversations as you should always talk to a qualified professional. Listeners must always drink responsibly, never drink and dr...
Woodford Double Oaked, Frontier & Big Ideas: A Conversation with Microsoft’s Kacie Jones
This week on Bourbon with Brad, Brad is joined by a special guest — Kacie Jones from Microsoft — and she brings a bottle of Woodford Double Oaked to try on the show. Brad and Kacie dive into a sharp, wide‑ranging conversation on AI, Microsoft’s new Frontier Initiative, and why change management is becoming one of the most critical success factors in enterprise AI adoption.
It’s thoughtful, practical, and still full of the light‑hearted energy that makes the show a fun AI technology podcast.
Then Eric Kowalski steps onto th...
Heaven Hill, Headlines & the 13½ Hole: The Bourbon with Brad Independence Week Special
This week on Bourbon with Brad, the crew pours a smooth glass of Heaven Hill and dives straight into one of the busiest AI news cycles of the summer. With Brad on a last‑minute trip to New York, he calls on Perry to help him deliver the top AI headlines, and there’s plenty to unpack.
Anthropic is back in the spotlight as Fable 5 returns, this time under a self‑regulating agreement with the federal government. OpenAI is gearing up to release ChatGPT 5.6, already being compared to Fable 5 in capability. And Microsoft makes waves...
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 listeners an inside look at the next chapter of her career.
Kristi brings Brad’s personal favorite bourbon to mark the occasion — Joseph Magnus — and her and Lo...
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 the crew light heartedly unpacks what AI agents really are, why they matter, and where are they heading.
All of it happe...
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 listeners can’t get enough of. It’s rye whiskey, real talk, and the perfect dose of light‑hearted banter - classic Bourbon with Brad.
Pour a glass of your...
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 philosophy of hospitality, the science and soul behind great coffee, and his unforgettable experience advising a struggling shop on the Discovery Channel series Undercover Billionaire Comeback City .
Br...
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 they give it the full Bourbon with Brad treatment. Brad shares a couple of past head‑stand adventures, gambling stories, and the kind of personal chaos that only comes out over a good...
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‑performance architect, and legendary mentor to millions brings the heat.
Omar opens up with powerful, deeply human stories about:
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 Gemini under pressure. The entire founding team at SpaceXAI has walked out the door. Bitcoin is taking a macro beating. And AI-powered hackers are coming for the crypto sector. Pour something good — ther...
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 wrap up our thoughts on Claude and dive headfirst into Microsoft Copilot—what it is, what it isn’t, and why it’s about to res...
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‑organizing MoE breakthrough, and Google blocks the first AI‑discovered zero‑day. In Washington, Microsoft CTO Kevin Scott testifies about the pivotal 2018 email at the center of Musk’s allegations. On the crypto side, Ether ETFs smash records with a...
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 multimodal agent stack, Datawhale debuted its Easy‑Vibe coding curriculum, and a new study showed ChatGPT, Gemini, and Claude wildly disagree on which jobs are most at risk. Nvidia continued its $40B investment spree, Wispr Flow expan...
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 Stable Diffusion 4.1, Hugging Face unveiling a $200M open‑source compute fund, and Nvidia beginning shipments of its next‑gen Blackwell GPUs. On the crypto side, Bitcoin ETF inflows surged again, the Senate gears up for the CLARITY Act showdown, an...
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, and institutional money is pouring back into the market. Fast, sharp, and built for people who actually need to understand what’s happening — your morning briefing starts now.
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 dives into Invideo and the rise of AI‑generated video tools, exploring how creators are using them to level up their content. It’s bourbon, banter, and brutally honest t...
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, rising U.S. Treasury pressure on Binance over $1B in Iran‑linked flows, and Ethereum gas fees spiking as AI trading bots flood the network. Plus, a quick explainer on Arm — the British chip‑design giant powering nea...
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 smooth morning pour of our coffee.
Legal Disclaimer:
The views & opinions shared on the Podcast are our own & those of our guests...
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 Bitcoin surges past $81K while Coinbase cuts 700 jobs citing AI efficiencies. A sharp, distilled rundown of the stories shaping the future of tech and markets.
Legal Disclaimer:
The views & opin...
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 views & opinions shared on the Podcast are our own & those of our guests. Nothing we discuss should be taken as financial, legal, business...
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 as financial, legal, business, or gambling advice. Don’t make investment, business, or betting decisions based on our conversations as you sh...
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 rotation.
And of course, it wouldn’t be a proper episode without Lou stepping in for another unforgettable Loubricity segment that is sharp, hilarious, and so...
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 table, a master beer brewer, bourbon connoisseur, and a college professor who literally teaches students how to make beer! Jay brings...
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 the tone for the entire conversation.
Lou Scerbo jumps in as well for the Loubricity segment, which means only one th...
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 Japanese whiskey, the philosophy behind “Math is God’s Mind”. We also talk about his two upcoming books, where he expands on his mathematical worldview and the en...
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 announcement timed perfectly for March Madness that you won’t want to miss. Tune in, sip slowly, and enjoy a candid m...
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 toasted sweetness, citrus lift, and architectural depth that Brad and Deken break down sip by sip in this episode.
🥃 Wha...
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 Anthropic accuses Deepseek and two other Chinese firms of using distillation on Claude to reverse‑engineer and train lower‑cost LLMs. Through sharp analysis and candid banter, the hosts separate signal from noise, explore the tech...
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.
And because it wouldn’t be Better with Bourbon without a little tech heat, we dig into the ne...
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 across the country, advising on strategy, compliance, athlete support, and the rapidly shifting legal and financial realities reshaping college athletics.
With lawsuits, revenue‑shar...
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 country, advising on strategy, compliance, athlete support, and the rapidly shifting legal and financial realities reshaping college athletics.
With lawsuits, revenue‑sharing debates, collective res...
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 make our market, stock, crypto, and big sports picks.
Legal Disclaimer:
The views and opinions shared on the 'Better with Bourbon' Podcast are our own and those of our gu...
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 favorite bourbon, and settle in as the conversation starts here.
Also, be sure to listen to the very end and check out the Out-Takes at the end where we...