AI5 min read
AI Answered Every Buying Question—Without the Brand's Own Website
We tested how AI assistants answered real buying questions about two client brands. Both generated useful answers. Only one brand's website helped shape them.
Technology Executive | Engineer | Advisor
Writing about the work behind the work — leadership, AI, architecture, security, and the teams that make them real.
I’m Will. These are notes from twenty-five years of turning technology strategy into practical results, building capable teams, and solving the difficult problems that sit between the plan and the outcome.
Featured · AI
What Every CEO Needs to Know About Public AI and Data Privacy
The fear of AI leaking trade secrets is understandable. The bigger risk is falling behind the competitors who are already using it.
3 min read
Recent writing
All posts →AI6 min read
From Read-Only to Responsible Action: Rebuilding the Pipedrive CRM MCP Server for 2.x
Version 2.x rebuilds the Pipedrive CRM MCP Server around modern APIs, safer remote access, predictable responses, and a deliberately constrained path from read-only analysis to controlled action.
Leadership3 min read
Why I Made Loom Archiver Free
I had a personal need, built a real tool, then did the work to see if it was a business. The honest answer was no — so I made it open source.
AI6 min read
The Most Useful AI Work Starts Before the Model
Before AI could prioritize aviation prospects, we had to connect the market data, resolve the identities, and make the operating model trustworthy.
AI6 min read
AI Works Best When It Changes the Operating Rhythm
Most AI pilots end at the demo. This one became a daily sales coaching email—and made follow-up gaps harder to ignore.
AI5 min read
Building the Foundation for AI: Reflections from Node Talks
My takeaways from a Node Talks panel on what businesses really need to turn AI from an interesting experiment into a practical, scalable tool.
Subscribe
An email when there's something worth reading.
No newsletter platform tricks, no funnel. Roughly once a month, when I've finished thinking about something.