Oak Barrel Security
Security with Spirits
Oak Barrel Security is a partnership of cybersecurity professionals dedicated to training future security leaders while promoting security practices in everyday life for everyone.
Author
Oak Barrel Security
Category
Podcast website
Latest episode
Aug 28, 2025
Where to listen?
Podcasts in the app Replaio Radio Coming soonPodcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts
Episodes
Black Hat, DEFCON & “Windows Hell No” 28.08.2025 38:27
Pull up a glass and settle in; the crew is back from Vegas with stories you will not want to miss. In this episode of Security with Spirits , Jason shares his adventures at Black Hat and DEFCON , from walking 13 miles a day in the desert heat to discovering hacker villages on everything from aviation to lockpicking. We dive into the infamous Windows Hell No exploit, live phishing calls from the DE...
Redundancy Is a Journey, Not a Destination 15.05.2025 26:05
Grab a glass and hunker down, Episode 41 is a disaster-filled ride through flooding basements, flaming UPS units, rogue trees, and one very immersive surround sound moment gone hilariously wrong. In this episode, the guys crack open bottles of homemade peach rum, Japanese whisky, and Southern Comfort while reflecting on personal and professional disasters, and the lessons learned from them. From t...
We Solved Email, You’re Welcome 01.05.2025 17:39
This week the crew gets personal with a new segment, “What’s in Your Drawers?”, where each host digs into their mysterious tech junk drawers to unearth everything from microSD adapters to forgotten iPhones. Alongside the laughs, the team dives deep into the ongoing saga of corporate email: the phishing, the overload, the AI marketing creep, and why email just won’t die. Is email still essential, o...
Triple Distilled, Triple Casked, and Triple Tired 17.04.2025 23:42
Pull up a barstool and pour a glass, this episode dives deep into impostor syndrome, burnout, and the drive to stay sharp in cybersecurity and tech. Jason, Ben, Jonathan, and Tony swap stories over Claremont Steep, Jameson Triple Triple, and trusty Buffalo Trace as they explore the highs and lows of learning, staying motivated, and navigating the ever-changing infosec landscape. From early bourbon...
Hacking Ethics: From Strip Poker to Mr. Robot 13.02.2025 55:10
In this episode of Security with Spirits, Jason, Ben, Jonathan, and Tony welcome their first guest, Andre, a cybersecurity veteran with a story that starts on a Commodore 64. Over drinks like Papa’s Pillar rum, Jameson Orange, and hot toddies, the group dives into discussions about privacy, cybersecurity ethics, and the blurred lines between white hats, black hats, and gray areas. They explore the...
Corporate Culture and Cyber Sociopaths 30.01.2025 22:36
Join us for Security with Spirits, the podcast where cybersecurity meets cocktails and camaraderie! Hosted by Jason, Ben, Jonathan, and Tony, each episode blends cybersecurity insights, workplace culture commentary, and plenty of laughs over a drink. Tonight, we explore how repressive corporate culture can turn employees into "cyber sociopaths" and discuss why fostering creativity and authenticity...
Unofficial IT Help Desk? 16.01.2025 30:43
In this episode of Security with Spirits , Jason, Ben, Jonathan, and Tony gather to discuss a common cybersecurity pain point: how the infosec team often becomes the "unofficial help desk" for other IT departments. With humor, insightful analogies, and plenty of drinks, the crew dives into the reasons behind this phenomenon, including trust, broad knowledge bases, and the evolving role of security...
The Blame Game: Passing the Buck in IT Support 02.01.2025 22:22
In this episode, the team dives into one of IT’s most common (and frustrating) phenomena: the blame game. From network woes to firewall fiascos, Jason, Ben, Jonathan, and Tony swap stories about ticket-passing, stalling tactics, and dealing with vendors who are quick to point fingers. With drinks in hand, they share pet peeves, laugh over relatable support desk moments, and even confess their own...
Unwinding the Cables: Our Hobbies Beyond the Screen 19.12.2024 19:51
Join the Security with Spirits crew as they take a break from firewalls and phishing attacks to share their favorite ways to unwind. Jason, Ben, Jonathan, and Tony talk bourbon, Florida water scares, and the unexpected stress relief found in gaming, dog walks, and disc golf. Listen in for their hilarious misadventures in 3D printing, including “listening” for lost glow-in-the-dark golf balls and f...
New Year, New Threats: Cybersecurity Resolutions and 2024 Predictions 05.12.2024 28:05
Join Jason, Tony, Ben, and Jon as they toast to a new year of cybersecurity goals and gear up for what’s ahead in 2024. From securing home networks and using hidden email addresses to avoid spam, to the latest deepfake scams and predictions of AI-driven cyber threats, the team covers it all. With a mix of humor and insight, they explore personal resolutions, the realities of AI in security, and wh...
Breaches, Booze, and Blue Team Basics 21.11.2024 25:29
In this lively episode of Oak Barrel Security, the team sips on drinks ranging from Crown Apple to Hard Mountain Dew while diving into the latest breaches and blue team basics. They discuss high-profile cyber incidents, including Toyota's refusal to pay ransom and the 23andMe data breach, touching on the implications of leaked personal information and the need for fundamental cybersecurity practic...
Unsinkable Paths in a Shifting Market 07.11.2024 22:28
In this episode of Security with Spirits , Jason, Ben, Jonathan, and Tony share drinks and insights on cybersecurity as an "unsinkable" career choice. Starting with stories of Renaissance fair adventures and unique spirits, they dive into a lively discussion on the stability of cybersecurity careers amid economic uncertainty, recent tech layoffs, and industry shake-ups like Broadcom's acquisition...
Tech Titans Unite 24.10.2023 26:29
In this episode, our team dives into the recent acquisition of Splunk by Cisco, examining the potential long-term impacts of this significant tech merger. We also explore the topic of personal security to your generation, asking the crucial question: how closely do you monitor your online footprint?" Oak Barrel Security is a partnership of cybersecurity professionals dedicated to training fut...
Carrot or Stick: Fostering a Positive Cybersecurity Culture 26.09.2023 26:52
The group engages in a discussion exploring the reasons behind the enhanced effectiveness of a positive cybersecurity awareness program. Join us as we delve into real-world situations and scenarios, drawing from our collective experiences and insights to shed light on this crucial topic. Oak Barrel Security is a partnership of cybersecurity professionals dedicated to training future security leade...
The End Game Wars 12.09.2023 17:41
Tiki drinks and pranks of escalation can't be what it's all about. Join us as we dive into the real deal: the long-term game of cyber security. In this podcast, we explore the strategies, innovations, and ethical challenges shaping the future of digital protection. Tune in to safeguard your digital world! Oak Barrel Security is a partnership of cybersecurity professionals dedicated to trai...
What could be worse? 29.08.2023 24:06
Welcome to the engaging world of Oak Barrel Security, where in this episode the team embarks on a thought-provoking journey through the realms of "What Could Be Worse?" Tune in and immerse yourself as we engage in lively debates, navigate through intriguing scenarios, and explore diverse perspectives. Join us in this riveting game as we skillfully navigate rules and situations, all while...
The Costanza Code: An Episode about Nothing 15.08.2023 27:45
As we channel our inner Seinfeld, you can expect nothing less than an engaging blend of humor and insight with anecdotes that echo the hilarious mishaps of Jerry, Elaine, George, and Kramer. Oak Barrel Security is a partnership of cybersecurity professionals dedicated to training future security leaders while promoting security practices in everyday life for everyone. https://oakbarrelsecurity.com...
Tripping Down Memory Lane 01.08.2023 19:57
Join the team at Oak Barrel as we discuss the exciting challenge of integrating new members with fresh perspectives and innovative ideas from their previous workplaces. Embracing change and harnessing the power of diverse experiences can lead to remarkable growth in the cybersecurity domain. We explore how to effectively handle these new dynamics and tap into the wealth of knowledge our new collea...
Uninvited Guests: Surprise Pentesting 20.07.2023 21:08
Sit back and immerse yourself in the captivating discussions of the Oak Barrel team as they explore the tactic of surprise pentests. Discover the advantages and the undeniable stress that comes with this intriguing cybersecurity practice. Is it a double-edged sword, or does it lead to greater resilience? Oak Barrel Security is a partnership of cybersecurity professionals dedicated to training futu...
Resume Roulette 04.07.2023 28:04
This episode is a thrilling and informative podcast that delves into the high-stakes world of resumes and the risks associated with resume fabrication. Stand clear as we share insights, thoughts and experiences. Oak Barrel Security is a partnership of cybersecurity professionals dedicated to training future security leaders while promoting security practices in everyday life for everyone. https://...
AI Unplugged 20.06.2023 24:05
Join our team as we explore the increasing utilization of AI (artificial intelligence), from its role in coding practices to its influence on commercials. In this thought-provoking discussion, we delve into the question: Are we being misled or benefiting from the confidence exhibited by AI? Furthermore, we examine the immediate and long-term effects this technology has on our everyday lives. Oak B...
From Cubicles to Couches: The Remote Work Revolution 06.06.2023 27:37
In this episode, we delve into the remote work revolution and its profound impact on cyber security. We explore the advantages and pitfalls of this shift, while sharing our current expectations and day to day. Oak Barrel Security is a partnership of cybersecurity professionals dedicated to training future security leaders while promoting security practices in everyday life for everyone. https://oa...
The Art of Perpetual Improvement: A Cybersecurity Perspective 23.05.2023 25:38
The world of cybersecurity making it impossible to truly master the job. Instead, the key to success lies in the art of perpetual improvement. In this episode, we'll explore how embracing a growth mindset and constantly seeking to improve can help cybersecurity professionals stay ahead of the curve. Oak Barrel Security is a partnership of cybersecurity professionals dedicated to training futur...
Hacking Tools: The Good, The Bad, and The Ugly 09.05.2023 29:01
In this episode The Oak Barrel foursome discuss their favorite security tools that they always carry with them, even the ones they rarely get the chance to use. Tune in to hear their insights on must-have gadgets for every security professional and learn about the tools they rely on to keep themselves and their clients safe. Oak Barrel Security is a partnership of cybersecurity professionals dedic...
Back from Burnout: Coping with the stresses of IT life 25.04.2023 23:09
In today's fast-paced world of information technology (IT), professionals are constantly navigating high-pressure environments, tight deadlines, and the ever-changing landscape of technology. As a result, many IT workers find themselves facing the dangerous risk of burnout. But fear not, this podcast is here to help! Join us as we explore the topic of burnout in the IT industry and delve into...
Similar podcasts
Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.