
Mike Kelley & John Errington
Short Clips
John Errington
John Errington fell into IT by accident. A couple of years out of high school he was working in records management at a pharmaceutical company, where knowing how to turn on a computer made him the de facto local IT guy. At GSI Commerce, a Linux shop he joined in 2010, a new leader pulled him into IT leadership "kicking and screaming," and his own light bulb moment came when he got a script put on an alert his team kept clearing by hand.
He often uses the light analogy with the teams he manages, and they hate to hear it: the light you turn off every day is the thing to automate, and the value add is fixing the core of the problem. Four weeks into a new job in material handling, he explains how he learns a business he doesn't know yet. It starts with the people with their boots on the ground. Here, that meant ride-alongs with the field service techs, the people who "keep the cash register open."
John also gets into how silos breed a not-it mentality on outage calls, and the SWAT team approach John's operations teams used instead: everybody jumps in and stays until they're cleared. John sees AI the way he saw automation, as a tool that needs a human at the decision-making part. In his last job, AI postmortems of recorded major-incident calls took much of three to four days of work down to a 20-minute process, and his problem managers still reviewed all of it for accuracy.
We review circuit consolidation, contracts, security, outage visibility, billing, and future flexibility to reduce chaos without forcing change.
Navigate through key moments in this episode with timestamped highlights, from initial introductions to deep dives into real-world use cases and implementation strategies.
[00:00] Cold open: turning the light off
[01:40] Meet John Errington
[03:24] A Linux shop, and dragged into leadership
[05:07] Out of the email inbox, and the light analogy
[07:19] From rebuilding teams to consolidating IT operations
[10:29] Learning a new business from the boots on the ground
[15:37] Operations as the feeder mill, and building relationships
[18:58] IT operations as the thread between IT and the business
[29:36] From silos to the SWAT team approach
[32:36] AI needs a human: three to four days down to 20 minutes
[36:20] Guardrails, governance and change control
[43:55] The 18-month prediction


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