
IT Horror Stories with Jack Smith
Jack Smith
Show overview
IT Horror Stories with Jack Smith launched in 2025 and has put out 17 episodes, alongside 3 trailers or bonus episodes in the time since. That works out to roughly 8 hours of audio in total. Releases follow a monthly cadence.
Episodes typically run twenty to thirty-five minutes — most land between 28 min and 35 min — and the run-time is fairly consistent across the catalogue. Roughly 53% of episodes carry an explicit flag from the publisher. It is catalogued as a EN-language Technology show.
The show is actively publishing — the most recent episode landed 2 weeks ago, with 9 episodes already out so far this year. Published by Jack Smith.
From the publisher
We delve into the bizarre and often cringe-worthy world of IT mishaps, glitches, and the horror stories that come with it. With a sarcastic twist we recount the tales of those who somehow manage to create chaos out of the simplest tasks. We strike a balance between relatable frustration and dark humor that gets even the most cringe-inducing stories entertaining and you will find yourself laughing, cringing, and shaking their heads in disbelief as we take a wild ride through the chaotic world of IT, where every glitch is a ghost story waiting to be told.
Latest Episodes
Ransomware Lockdown - What a Real-World Ransomware Attack Looks Like: Incident Response and Recovery
Jack's Rants - Floppy Disks at 35000 Feet - Why Boeing 747s Still Use Floppy Disks for Flight Management Systems

S1 Ep 12The Failover That Failed Successfully - Lessons from a Successfully Failed Disaster Recovery and Failover Test
EConducted during a busy release weekend, the failover test exposed gaps not in the technology itself, but in coordination and communication. While production ultimately stayed unaffected, the situation quickly escalated as subcontractors weren't aligned, assumptions didn't match reality, and information didn't flow when it mattered most. We unpack how a well-intentioned test turned into a coordination challenge, where timing, dependencies, and unclear responsibilities created confusion across teams. It's a story about how resilience isn't just about systems and infrastructure, but also about people, processes, and making sure everyone is on the same page — especially when things are supposed to "just be a test." 00:00 Welcome & Setup 01:34 Corporate Environments 03:30 Failover Planning 07:19 Double Disaster 09:08 Critical Failure 13:20 Realization Moment 15:28 Split Brain 17:34 The Recovery 21:13 Lessons Learned 31:32 Conclusion

Jack's Rants - IT Hiring Chaos – The Strange State of the Tech Job Market
bonusEIn this short episode, Jack takes a look at the current state of the IT hiring market — where job postings seem plentiful, but actual opportunities often feel strangely elusive. From "entry-level" roles asking for a decade of experience to companies searching for the mythical full-stack, cloud, DevOps, security expert all in one person, we discuss the growing gap between job descriptions and reality. With a bit of sarcasm and a lot of firsthand observation, we unpack what's going on in tech hiring right now and why so many professionals feel like the market has become a puzzle nobody quite understands. 00:00 Introduction 00:39 Market Struggles 02:22 Hardware Shortages 02:56 Merged Roles 05:12 Interview Issues 08:31 AI's Impact 10:18 Conclusion

S1 Ep 11Raspberry Mistery - 200 Techs Using A Single Raspberry Pi: The Temporary Server That Failed
EA few hundred field engineers. Real humans. With vans. And jobs. All coordinated by a device roughly the size of a coaster and powered by something suspiciously similar to a phone charger. For months, it runs slow but flawlessly. Tickets dispatched. Routes optimized. Managers happy. The tiny silicon hero hums along in its noble plastic case, bravely pretending it's not one 'apt upgrade' away from a crisis. Join us as we unravel the mystery, debate the true definition of "production-ready," and ask the question no one wanted to say out loud. 00:00 Welcome Back 01:23 Shadow IT Chaos 05:18 Major Outage 12:04 Data Center Discovery 17:59 Where's the Server? 19:58 Raspberry Pi Reveal 25:13 Migration Success 30:36 Closing Thoughts

Jack's Rants - Batch Job Blues - Why Mainframes And Banks Still Rule The World
bonusJack's Rants dives into the world of banking mainframes and the batch jobs that quietly keep everything moving — until one of them doesn't. What starts as a routine overnight run turns into a multiple transactions on thousands of accounts that didnt happen in the real world, but the mainframe says something else. 00:00 Rant Kickoff 01:23 Transaction Glitch 03:14 Batch Job Drama 05:23 Mainframe Pros 07:33 Wrap Up

Welcome to IT Horror Stories with Jack Smith
trailer
S1 Ep 10Surviving the Anonymous DDOS - How We Survived the Traffic Flood from Anonymous
EThis episode we unpack what a DDoS attack actually is, using the specter of Anonymous as a cultural touchstone rather than a how-to villain. We talk about why high-profile groups target services, what it feels like in real time when traffic spikes and systems start gasping, and how panic can make things worse. Instead of glorifying attackers, we center on mindset: staying calm, recognizing early warning signs, and understanding the difference between noise and a true outage. The takeaway isn't technical bravado; it's preparedness. By the end of the episode, "surviving" a DDoS means knowing how to keep your service, your team, and your reputation intact when the internet decides to stress-test you all at once. 00:00 Hello & Introduction 00:51 The Anonymous Attack 06:19 Unprepared Response 13:52 DDoS Solutions 16:08 Smart Attacks 25:06 Evolution of Protection 33:11 Risk & Insurance 34:52 Podcast Wrap-Up

S1 Ep 9Shadow IT Reports - Why you should not have a "Quick Sales Tool" in production
EWe dive into the familiar chaos of Shadow IT created by the sales department — well-intentioned, fast-moving, and completely invisible until something breaks. A "quick tool" turns into a critical system overnight, contracts appear after go-live, and IT is asked to secure, integrate, and support something it never approved or even knew existed. It's a story about speed versus control, good intentions with bad outcomes, and why Shadow IT doesn't start with malice — it starts with urgency. 00:00 Podcast Kickoff 01:11 What is Shadow IT 02:44 Sales Server Disaster 12:57 Data Migration Drama 23:45 Luck and Lessons 25:15 Common Shadow IT 26:58 Management Irony 28:02 Final Thoughts

S1 Ep 8The DevOps Royale With Cheese - When a Data Supplier Breaks Production
EIn this episode, we return to Finland, where an international burger chain suddenly found itself cut off from the one thing every fast-food operation needs to function: real-time operational data. A third-party data supplier pulled the plug without warning, leaving kitchens blind, dashboards empty, and the entire workflow stuck on "please wait." What followed was a truly Nordic-speed DevOps rescue mission — rapid troubleshooting, frantic config changes, un-authorized workarounds, and a race to restore data before the lunch rush turned into a customer revolt. From vendor surprises to emergency pipelines, this episode serves up a full stack of DevOps chaos... with cheese. 00:00 Finnish Fiasco 02:02 DevOps Gone Wrong 06:07 The Elixir Adventure 11:52 System Meltdown 17:33 Quick Fixes 24:13 Final Decisions 27:04 Wrap Up

S1 Ep 7Y2K vs Y2K38 - The Rematch and How the World Avoided a Global IT Disaster (Again)
We revisit the original digital apocalypse — the year 2000 - looking back at what Y2K really was, how an army of COBOL coders saved the world before midnight, and why most people never even noticed. But the clock is ticking again: Y2K38 is coming, and this time it's 32-bit. Different date, same panic waiting to happen as UNIX time doesn't heal — it overflows into a negative. 00:00 Banter & Introductions 01:40 Y2K Breakdown 10:16 Fallout & Fixes 13:31 Enter Y2K38 18:18 Future Risks 28:09 Wrap Up

S1 Ep 6SAP Happens - The IBM Spinoff That Is Controlling Global Business And Finance
SAP sits quietly at the heart of most global businesses, running everything from payroll to procurement, logistics to finance. It's the system nobody brags about, but everybody depends on. And when someone says "just check SAP," you know you're in for more than a click or two. In this episode, we explore how SAP became the invisible backbone of enterprise life, why it inspires equal parts respect and frustration, and the strange comfort of knowing it's always there whether you want it to be or not. Because in the end, no matter the industry or the project… SAP happens. 00:00 Welcome Back 01:20 SAP Explained 17:05 Migration Madness 23:22 Digital Twinning 28:31 Real World Stories 33:38 Can You Escape? 41:18 Final Thoughts

S1 Ep 5Paris Rooftops - How (Not) To Install A 5G Antenna For An Internet Backup Line
Installing a 5G antenna on a rooftop in downtown Paris sounds simple enough - until reality sets in. In this episode, we walk thru the saga of a project that required not one, not two, but multiple site visits before the antenna finally worked as expected. Permits, building access, scheduling delays, unexpected power requirements - each visit brought a new twist, each delay a new story. Was it bureaucracy? Weather? Or just the uniquely French way of doing things? Join us on the rooftops of Paris for a tale of project planning, technical hurdles, and cultural aspects that turns a routine install into a mini-series of its own. 00:00 Welcome Back 01:04 Paris Client Challenge 04:40 Paris Commute Fail 08:07 Rooftop Install Mishaps 15:07 Bureaucracy Battles 20:31 Soundtrack Trauma 27:47 Christmas Song Rant 32:57 Lessons Learned 33:38 Disclaimer & Wrap-Up

S1 Ep 4IT and Global Politics - The Chaos Of Your Sales Team Being Arrested For Industrial Espionage
A pharmaceutical sales team is detained at an international border. On their tablets: standard product brochures that end up in an escalation into allegations of industrial espionage. In this episode, we unpack how a well-intentioned directive to preload sales materials onto devices as per strategic choices made in boardrooms can unravel on tarmacs and in detention rooms. Back home, the IT team is asleep—until the CIO calls in the middle of the night and it's on IT to contain the fallout of a crisis they didn't create. 00:00 Welcome & Banter 01:16 IT Horror Story Begins 08:12 Global Politics Clash 13:56 The Crisis Call 18:44 Smart Solution 24:33 Lessons Learned 31:47 Wrap Up

S1 Ep 3"Fun" With Domain Names - An Industry Insider Explains All About DNS That You Didn't Knew
EWe're unpacking the critical steps behind migrating a domain name — a process that can disrupt everything from search engine indexing and referral traffic to email deliverability and authentication. Join us together with an industry expert and let's explore the technical risks, from broken redirects to, yes — forgetting to update your SPF records and wondering why your emails end up in spam (don't worry, you're not the first). In the end it's all about executing that clean, strategic transition that protects your visibility, performance, communications and a good night sleep. 00:00 Meet Jack & Chris 01:40 Domain Dilemmas 09:58 Transfer Challenges 15:32 Domain Values 24:52 Registrar Nightmares 28:19 Web Migration 35:32 Closing Thoughts

S1 Ep 2Crashing Helsinki Airport - Why You Should Not Have Mission Critical Infrastructure In A Random Cloud Container
EJoin us as we explore the intersection of Nordic tech innovation, modern infrastructure, and the evolving world of DevOps : Finland ! From smart cities to smarter code and crashing airport parking systems with those nasty edge cases in your test scenario.

S1 Ep 1Our First Data Center Fire - Global Fire Alarm When Your Power Regulator Calls It Quits During The Holidays
EWhat happens when a data center goes up in smoke—literally? In this episode, we sift through the potential ashes of a not-so-great day. Join us as we chat about servers, batteries, paperwork and holidays, and the surprisingly flammable side of computing. It's a smoky mess, and we're here for it.