
Advertise on podcast: IT Horror Stories with Jack Smith
Rating
5from
This podcast has
38 episodes
Language
EnglishPublisher
Jack SmithExplicit
Yes
Date created
2025/05/06
Latest episode
2026/10/26
Average duration
28 min.
Release period
7 days
Description
IT Horror Stories with Jack Smith tells real stories from the world of IT: outages, failed migrations, broken infrastructure, cybersecurity incidents, software failures, networking disasters, cloud problems, Shadow IT, and the occasional decision that seemed like a good idea at the time. Jack Smith talks with the people who were there about what happened, how they got out of it, and what others can learn from the incident. Stories are anonymized where needed, and the focus is on technology, processes, and organizations rather than blaming individuals. New episodes weekly, with Jack's Rants in between. You are one of us.
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Check latest episodes from IT Horror Stories with Jack Smith podcast
Jack's Rants - PHP, Panic, and Technical Debt - PHP2Shell: Critical PHP Flaws, Emergency Patching, and Technical Debt
2026/10/26
Two critical PHP vulnerabilities. Emergency patches. Government websites going offline. And IT teams around the world suddenly discovering just how much forgotten infrastructure they're responsible for. But the real horror story isn't PHP itself. It's the years of technical debt, unsupported software, missing documentation, and Shadow IT that turn a security update into a business crisis.
Because you can't patch a server you don't know you have.
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/jacks-rant-php-panic-and-technical-debt/
Sources and further reading :
https://www.php.net/supported-versions.php
https://thephp.foundation/blog/2026/10/21/todays-php-security-release-and-how-were-strengthening-php-security/
https://openai.com/index/coordinated-disclosure-of-critical-vulnerabilities/
https://www.php.net/supported-versions.php
00:22 Introduction
00:39 PHP Security Flaw
02:00 RCE Dangers
02:35 Patch Release Chaos
05:01 Identifying Vulnerable Systems
06:54 Widespread Impact
09:04 AI in Discovery
09:15 GitLab Joins Chaos
09:32 Addressing Technical Debt
11:22 Possible Exploits
11:58 Emergency Wrap-up
12:48 The Real Horror
14:26 Conclusion
Wrong Person, Right Skills : Technical Hiring Failures and Why Companies Mismanage IT Talent
2026/10/19
Companies complain that they can't find the right technical people. Technical people complain that companies have no idea who they're actually looking for. This time, Jack crosses to the other side of the table with Ashley Randall to find out why both might be right.
We look at how organizations turn operational problems into job descriptions, why they search for impossible unicorns, and what happens when the person they hire has the right skills for a job that doesn't actually exist as advertised. From HR screening and mismatched expectations to KPIs, management workshops, organizational silos, and the eternal question of whether HR is really there for you, we explore what happens when technical specialists and the business speak very different versions of the same language.
Sometimes the problem isn't the person you hired. It's the job you thought you were hiring them for.
To find out more about Ashley Randall and Aspiring Redirection, visit:
Ashley Randall: https://www.linkedin.com/in/ashley-randall7/
Aspiring Redirection: https://www.linkedin.com/company/aspiring-redirection/
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/episode-27-wrong-person-right-skills/
00:00 Introduction
00:43 Business Perspective
02:03 Hiring Challenges
04:48 Evaluating Talent
07:02 Structural Issues
08:52 Role Mismatches
13:24 Miscommunication Effects
17:15 Improving Processes
24:00 Culture and Metrics
33:43 HR and Employee Relations
39:23 Conclusion
Cleared for Disaster : Air Traffic Control Technology: Outages, Failures, and Recovery
2026/10/12
Jack talks with Harvey Scolnick about his years working with air traffic control technology and the failures that came with it. From construction work accidentally cutting a critical cable and knocking an air traffic control facility offline, with systems unavailable and aircraft still in the sky, to the people on the ground having to fall back on procedures, neighboring facilities, and some very human problem-solving.
In addition, we look at the redundancy behind air traffic control, what recovery looks like when safety-critical infrastructure fails, and why even carefully designed systems can still be brought down by something remarkably mundane.
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/episode-26-cleared-for-disaster/
Find out more about Harvey Scolnick : https://www.scolnickatc.com/
00:00 Introduction
00:55 Harvey's Journey
02:13 Becoming ATC
05:34 Airways and Radar
07:03 Separation Standards
11:21 Busy JFK
14:33 Iconic Aircrafts
21:12 Technology Upgrades
29:27 Preventative Measures
38:10 AI and Future
41:27 Weather Challenges
43:57 Conclusion
Jack's Rants - Meshcore : Off-Grid Messaging, LoRa, Privacy, and Decentralised Networks
2026/10/05
Someone asked us why we weren't on MeshCore yet. First we had to establish that it wasn't a new kind of thrash metal. Then we discovered an off-grid messaging network built from little radios, antennas, repeaters, and licence-free spectrum.
So we started digging. How does it route messages ? How private is it ? What happens when repeaters disappear ? And haven't we built something suspiciously similar before ? MeshCore turns out to be considerably more interesting than just another messaging app.
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/jacks-rants-meshcore/
MeshCore documentation used :
- FAQ : https://docs.meshcore.io/faq/
- Packet Format : https://docs.meshcore.io/packet_format/
- Payloads : https://docs.meshcore.io/payloads/
- Companion Protocol: https://docs.meshcore.io/companion_protocol/
- CLI Commands : https://docs.meshcore.io/cli_commands/
MeshCore Map : https://meshcore.co.uk/map.html
00:00 Introduction
00:46 Discovering Mesh Core
02:09 Radio and Repeaters
05:19 Free Radio Insights
10:35 Encryption and Privacy
14:26 Old Meets New
15:19 Infrastructure Challenges
18:16 Conclusion
Cultural Differences in IT : When Global Teams Don't Work the Same Way
2026/09/28
IT may run on the same protocols everywhere, but the people operating it certainly don't. Put teams from different countries, companies, and working cultures onto the same project and apparently simple questions about responsibility, communication, deadlines, and escalation can suddenly have very different answers.
This episode looks at what happens when those differences become part of the technical problem. From assumptions that nobody realised they were making to communication styles that work perfectly well locally but collide spectacularly across borders, we discuss how international IT teams get themselves into trouble — and what years of working across cultures can teach you about avoiding it.
And no, the solution isn't another mandatory cultural-awareness PowerPoint.
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/episode-25-cultural-differences-in-it/
00:00 Introduction
00:41 Cultural Intricacies
03:12 Sales Challenges
06:02 Engineering Insights
10:32 Crisis Management
14:10 Data Center Differences
16:00 Luxembourg's Unique Edge
17:52 European Culture Wrap-up
When UNPK Broke – Diagnosing an IBM Mainframe Hardware Failure
2026/09/21
Texas, 1978. Robert was working at a cotton co-op running what may have been one of the world's earliest online auction systems. Farmers received punch cards representing their bales of cotton - occasionally complete with enough stray cotton fibres to jam the card readers - while buyers placed bids remotely using leased IBM 3270 terminals and acoustic coupler modems.
After an upgrade, the mainframe refused to come back properly. An IPL produced a corrupted device address before dropping the machine into a hard wait. Single-cycling the processor indicated that an UNPK (Unpack) instruction was producing the wrong output from perfectly good input. The instruction itself had effectively broken.
And yes, this episode contains a lot of old IBM hardware and mainframe terminology. We know. That's part of the fun.
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/episode-24-when-unpk-broke/
00:00 Introduction
00:43 Robert's Background
02:14 IBM DOS
03:27 Cotton Auction System
05:37 Online Auction
07:14 SNA Protocol
09:05 Hardware Issue
13:20 Debugging Unpack
17:13 IBM Fix
21:23 Conclusion
Pinball as IoT : When Arcade Machines Go Online
2026/09/14
A modern pinball machine isn't just flippers, bumpers, lights, and a very large box making expensive noises. It's a connected computer with software updates, online score tracking, player accounts, remote management, and an Internet connection. Evert Brochez from Torius joins Jack to explain how pinball evolved from electromechanical machines into something that looks suspiciously like an IoT device.
But once you connect a pinball machine to the Internet, familiar IT questions start appearing. Who maintains the software? How long will it be supported? What can operators manage remotely? How much do we trust the manufacturer with security and access? We look at modern pinball from the operator's perspective, the realities of software quality, and the surprisingly unanswered cybersecurity questions that appear when the arcade machine becomes another device on the network.
Find out more about Torius :
Website : https://www.horecaspelen.be/
Facebook : https://www.facebook.com/Bingovit
Flippers & Bier Podcast (in dutch) : https://open.spotify.com/show/5kvyHkIfo6HfdlulPeDScL
More about Comic Sans :
Gent : https://cafecomicsans.be/
Brussels : https://www.comicsansbrussels.be/
Facebook : https://www.facebook.com/cafecomicsans
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/episode-23-pinball-as-iot/
00:00 Introduction
00:34 Pinball Enthusiast
02:20 Pinball Operations
03:54 Maintenance Insights
05:16 IoT Integration
06:53 Player Engagement
09:44 Tech Challenges
13:41 Future Features
21:57 Software Updates
30:19 Conclusion
The Three Envelopes: Blame, Reorganize, Repeat
2026/09/07
The Three Envelopes: Blame, Reorganize, Repeat
There is an old management joke about an outgoing manager leaving three numbered envelopes for their successor. When the first crisis arrives: blame your predecessor. The second: reorganize. And when the third arrives... prepare three envelopes.
We look at why this joke has survived for decades, and why anyone who has worked in corporate IT will recognise far too much of it. From inherited problems and reorganisations to management changes that somehow leave the underlying problems untouched, they explore what the Three Envelopes tells us about blame, accountability, and the wonderfully repetitive nature of IT organisations.
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/episode-22-the-three-envelopes/
00:00 Introduction
01:01 The Three Envelopes
05:02 Blame Management
10:28 Management Insights
19:10 Entertaining Anecdotes
23:35 Conclusion
Jack's Rants - Why You Need to Reboot : Why Rebooting Your Computer Actually Fixes Problems
2026/08/31
Jack's Rants - Why You Need to Reboot : Why Rebooting Your Computer Actually Fixes Problems
"Have you tried turning it off and on again ?" became an IT cliché for a reason. Rebooting clears accumulated state, resets resources, and fixes a surprising number of problems.
From Unix uptime bragging rights to mainframe IPLs and Windows servers nobody is allowed to restart, every system has its own relationship with rebooting. Maybe what we really need is a reboot SLA.
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/jacks-rants-can-i-keep-your-id/
00:00 Introduction
02:17 Developer Habits
04:01 Mainframes & Servers
06:18 Reboot Realities
08:19 Conclusion
Testing Software Properly : Software Testing Done Right – Where, When and What Should You Test?
2026/08/24
Testing software sounds simple enough. But what exactly should you test, where should those tests happen, and how do you decide which parts of a complex system need the most attention?
Jack talks with Mooly Beeri about software testing from a developer's perspective: identifying the right test points, understanding how different parts of a system interact, and building testing into the development process rather than treating it as something that happens at the end. A practical look at what it actually means to test software properly.
You can read more from Mooly at https://www.bettersoftware.dev/
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/episode-21-testing-software-properly/
00:00 Introduction
01:05 Mooly's Background
01:43 Automotive Software
04:01 Software Challenges
06:21 Bug Management
12:11 Improving Processes
15:42 Communication Importance
28:07 Summary
Microcode Mayhem : How a Mainframe Timer Bug Slowed an Entire Development Team
2026/08/17
One day, a busy IBM-compatible mainframe began slowing to a crawl. Hundreds of programmers noticed immediately—some even resorted to banging on the server room window whenever the system became unusable. The problem appeared after a microcode upgrade, but nothing pointed to an obvious cause.
In this episode, Jack Smith talks to Matt about an extraordinary piece of low-level troubleshooting that led deep into the internals of VM, interrupt handling and timer queues. Armed with nothing more than hex dumps, careful reasoning and a willingness to modify live memory, Matt uncovered a vendor bug and devised a temporary workaround that kept the system running until a permanent fix arrived. It's a fascinating story of how understanding a system at its lowest levels can solve problems that no diagnostic tool could explain.
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/episode-20-microcode-mayhem/
00:00 Introduction
01:07 Mainframe Tech
04:38 Microcode Issues
07:19 Timer Interrupts
15:02 Modern Comparisons
19:44 Final Insights
22:18 Conclusion
Jack's Rants - AI Is The New Shadow IT : Why Employees Are Quietly Building the Next IT Risk
2026/08/10
Artificial intelligence didn't invent Shadow IT—it made it invisible. In this Jack's Rant, Jack Smith explores how AI tools like ChatGPT, Copilot and Claude have fundamentally changed the way employees solve problems. No servers under desks. No rogue software installations. Just a browser tab and a prompt. From confidential data and AI-generated scripts to fragmented workflows and "ChatGPT says..." becoming the new expert opinion, this episode examines why AI has lowered the barrier to creating business-critical systems outside IT's view.
But this isn't a rant against AI. It's a reminder that Shadow IT has always been a symptom, not the disease. Employees don't create workarounds because they enjoy breaking policy—they do it because they're trying to get their jobs done. Instead of asking how to stop people from using AI, perhaps IT should be asking why they felt the need to use it in the first place. Because the organizations that succeed won't be the ones with the strictest AI policy, but the ones that make the secure, supported way the easiest way.
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/jacks-rants-ai-is-the-new-shadow-it/
00:00 Introduction
01:11 Shadow IT Explained
02:43 Feedback Loops
04:01 Modern Shadow IT
06:24 Trust in AI
08:25 AI Fragmentation
10:08 Leadership Solutions
Melbourne Cup Meltdown : How a Betting System Crashed at the Worst Possible Moment
2026/08/03
Every year, the Melbourne Cup pushes Australia's betting infrastructure to its limits. In 1991, a known software bug turned one of the busiest days of the year into an IT disaster. As millions of bets poured in, CPU utilisation unexpectedly collapsed and the betting system ground to a halt at the worst possible moment.
Jack Smith is joined by veteran mainframe specialist Neale to revisit the incident, explain why the bug had been accepted for so long, how the team recovered, and what modern IT professionals can learn about technical debt, capacity planning, and the risks of carrying known defects into critical production systems.
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/episode-19-melbourne-cup-meltdown/
00:00 Introduction
00:53 Mainframe Basics
02:01 Melbourne Cup Explained
05:01 System Failure
09:06 Aftermath & Reflection
17:03 Learning from Errors
21:53 Modern Vs. Past Tech
29:51 Conclusion
Jack's Rants - The Missing Five Minutes : Why scambaiting videos leave security professionals with more questions than answers
2026/07/27
Scambaiters like Kitboga, Jim Browning and Pierogi educate millions, waste scammers' time, and undoubtedly prevent people from becoming victims. As a security professional, I genuinely appreciate what they do.
But every time I watch one of these videos, I find myself asking the same question: What happened in the missing five minutes? How does a legitimate remote support session suddenly become full control over the scammer's computer? Is it a vulnerability? Poor operational security? Social engineering? Or simply the part of the story that gets left on the cutting room floor?
This isn't a criticism of scambaiters. It's an exploration of the unanswered security questions that every IT professional should be asking, and why understanding how something happened can be just as important as enjoying the outcome.
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/jacks-rants-the-missing-five-minutes/
00:00 Introduction
00:22 Scambaiter Styles
02:01 The IT Dilemma
04:23 Compromised Systems
06:48 The Editing Reality
09:00 Seeking Security Answers
09:59 Closing Thoughts
One Network to Rule Them All : How a Missing VLAN Strategy Turned Smart City Infrastructure into a Cybersecurity Nightmare
2026/07/20
Smart cities promise better transportation, connected infrastructure, and improved services—but what happens when everything is connected a little too well? In this episode, our guest shares the story of a security assessment in a major metropolitan smart city where network segmentation had been overlooked, creating unexpected paths between public networks and critical infrastructure. One memorable discovery showed that, with nothing more than the correct IP address, it was possible to operate a parking garage barrier from the city's public Wi-Fi while riding a bus on the opposite side of town.
Together, we explore why VLANs and network segmentation remain some of the most fundamental principles in cybersecurity, how convenience can quietly undermine security, and why the smartest technology still depends on good architecture. It's a fascinating story that demonstrates how seemingly small design decisions can have city-wide consequences—and why "everything connected" should never mean "everything can talk to everything else."
Want even more info ? Read our show notes and related blog post related to this episode : https://blog.ithorrorstories.eu/episode-18-one-network-to-rule-them-all/
00:00 Introduction
01:58 Smart City Chaos
10:47 Security Camera Mess
25:09 ANPR Issues
36:08 Concluding Thoughts
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