DiscoverIT Horror Stories with Jack Smith
IT Horror Stories with Jack Smith

IT Horror Stories with Jack Smith

Author: Jack Smith

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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.
10 Episodes
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This 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
Shadow IT Reports

Shadow IT Reports

2026-01-0730:16

We 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
In 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.
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
SAP Happens

SAP Happens

2025-10-0643:07

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
Paris Rooftops

Paris Rooftops

2025-08-3134:28

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
IT and Global Politics

IT and Global Politics

2025-08-0433:24

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  
We'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.
Join 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.
What 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.
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