IT Horror Stories with Jack Smith

IT Horror Stories with Jack Smith

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.

Episodes

May 4, 2026 35 mins

We explore a hypothetical ransomware scenario that mirrors what many organizations could face today. Imagine a normal day where systems suddenly become inaccessible, data is encrypted, and the scope of the attack starts to unfold in real time. What follows is a race against the clock, with teams trying to understand what's happening while keeping critical operations alive.

More importantly, we focus on the response and recovery: th...

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The Boeing 747 is often cited online as proof that aviation still runs on floppy disks — but the reality is a bit more nuanced. In this Rant, we take a closer look at how certain older aircraft, particularly some 747-400 configurations, still use floppy disks to load navigation data into their Flight Management Systems. It's not about being outdated — it's about reliability, certification, and systems that have proven themselves ov...

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Conducted 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, depen...

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In 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...

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A 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 ...

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Jack'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.

Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.e...

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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...

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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 Shado...

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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, f...

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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.

Want even more info ? Read our show notes and related blo...

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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 co...

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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 uniq...

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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 ...

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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 t...

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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.

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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.

Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/our-first-datace...

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