AI & Digital Transformation
The Eval Harness I Wish I Built Earlier
I shipped prompt changes for months on vibes. Sometimes the new prompt felt sharper. Sometimes it quietly broke a case we had fixed two weeks earlier. We would discover the...
The Workbench
Healthcare marketing, AI, and building the software that runs it.
Gadgets
Portainer Helps Until You Outgrow Click Ops
Portainer is great until it is not. For a long stretch of my homelab life, a GUI for containers was exactly the right amount of power. Click, deploy, check logs,...
Capital
Operating Lessons I Still Carry Into Deals
Running ops taught me operating truths that keep showing up in deal rooms years later. Not slogans. Scars. The kind you only get from shipping, supporting, hiring, missing, fixing, and...
AI & Digital Transformation
Enterprise AI Buyers Are Asking Better Questions
Enterprise AI buyers used to ask for demos that looked like magic. Lately the better ones ask questions that sound like procurement meets operations theater, in a good way. My...
AI & Digital Transformation
Cheap Drafts Expensive Judgment Is Still My Default
My default AI routing policy is still simple: Cheap models draft. Expensive models judge. Not because you are stingy for sport. Because most of the tokens in a workflow are...
Baltimore
Fantasy Lineup Anxiety Is a Skill Issue
Every Sunday a certain kind of panic shows up in group chats: lineup lock anxiety. I play fantasy casually. Also think most lineup stress is a skill issue dressed up...
Tell me what’s not working.
Stalled growth, spend you can’t trace, systems that fight your team. That’s a good place to start.
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