Enterprise IT is where scale changes every rule. These articles cover running large systems, the operational discipline they demand, and what two decades inside a corporate technology department teaches about keeping things running.
Digital TransformationApril 16, 2026
Most digital transformation advice assumes you build software. I ran it for a retailer whose actual business was selling things, which is harder and different in ways the advice ignores, your transformation competes with the real business for money and…
Digital TransformationMarch 26, 2026
The hardest part of running technology was never the technology; it was that leadership spoke business while I spoke tech, and neither of us understood the other. I did not grasp how much that cost until the CEO of Trader…
Cloud ComputingMarch 5, 2026
Digital transformation is plumbing. The buzzword suggests a bold leap; the real work is infrastructure, one component at a time. I led enterprise transformations at a national retailer, and the method that worked was never a big bang, it was…
Becoming a GhostwriterFebruary 11, 2026
In late 2013 I walked away from twenty years as Director of Computer Operations at Trader Joe's, overworked and trading my health for a job that had stopped giving back. I had savings and a dream I had carried since…
CybersecurityFebruary 8, 2026
Testing is the hardest job in most IT departments and the place projects quietly die. After years in operations, the sheer lack of it still stuns me, shipped code that would not run, programs never tested at all. Real testing…
Career StorySeptember 30, 2019
The September 30, 2019 class session: pivoting clients and billable research, the telemedicine million-dollar lesson, micromanagers and the heart-to-heart Richard once received, money trails and the SEC, the confusion technique, agenda enforcement, feelings-versus-data failure signs, and the consultant who rebuilt…
Career StoryDecember 1, 2015
Tony Kay hosted Richard Lowe for a full hour on Authors First: the accidental start in computing, the Trader Joe's years, the leap into writing, disaster preparedness from lived experience, and the photography born from love and grief.
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