In the spine-tingling finale of IT Horror Stories, host Jonathan Crowe is joined by a fearless lineup of IT veterans who have stared into the digital void and lived to tell the tale. Guests Kallum Kyle, Senior Sysadmin at Storable; Josh Adcock, Director of Client Services at The Tech Doctor; and Adam Walter, Founder of Humanize IT, recount their most harrowing experiences from the trenches of tech. They relive moments when end users were their only hope, when vulnerable software lurked like ghosts on forgotten networks, and when automation backfired so badly it cost them their jobs. These stories aren’t just frightening—they’re all true!

Timestamps:

01:46 - Kallum's tale

14:36 - Josh's horror story

24:54 - Adam's woeful experience

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IT isn’t just wires and widgets. It’s a minefield of lurking disasters waiting to strike. Few know that better than Mark Settle, 7-time CIO and author, who’s survived more operational horrors than most dare imagine.

In this episode, Mark takes us into the shadowy corners of enterprise IT, where outdated processes haunt progress, bad news festers in silence, and AI ignorance prowls like a predator in the dark. He shares battle-tested wisdom from a career spent defusing digital disasters and building resilient, process-driven teams that can take a punch.

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01:23 - About Mark

12:28 - Oh, the horror!

16:36 - What happens after the big mistake?

29:19 - Looking at IT trends

36:56 - Don’t be in the sequel

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Negotiating with cybercriminals is no walk in the park. Shelley Ma, incident response lead for Coalition Incident Response, highlights the human element of cybersecurity: dealing with both clients in crisis and the criminals themselves.

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Guest bio:

Shelley Ma is an incident response lead for Coalition Incident Response, where she assists businesses in managing the response and remediation of cyber breaches. Shelley specializes in ransomware cases and ransomware negotiations, with a high success rate in reducing ransom amounts. As an EnCE-certified examiner, the depth of her experience lies within complex breach investigations, computer forensics, and incident response. Since 2014, Shelley has analyzed, responded to, and investigated thousands of incident cases. She specializes in network intrusion investigations, litigation forensics, intellectual property theft, and related crimes.

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01:22 - Shelley’s journey

03:20 - IT’s crisis role

12:20 - Oh, the Horror!

26:00 - The cost of cybersecurity

27:54 - Don’t be in the sequel

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