The longer version

I’ve spent most of my career in procurement and third-party risk management — the unglamorous machinery of how large organizations decide who to work with and how to handle the consequences. I like this work, which surprises people. The interesting parts of business happen at the boundaries between organizations, and I get to live there.

Outside of that, I run a small HOA, manage a rental property a few states away, build furniture in a workshop slowly accumulating better tools, ride a motorcycle on long, deliberately scenic routes, cook a lot, and read more philosophy than is probably useful. None of these are hobbies in the dabbling sense. They’re different rooms in the same house — and they’re what this site is mostly about.

Professionally

I lead transformation work on a Third Party Risk Management (TPRM) team at a large organization. The work spans operating-model design, platform evaluation, executive communication, and the long, patient business of moving institutional consensus. Confidentiality keeps most of the specifics off this site, but a short version of what I’m good at:

• Translating between people who think in spreadsheets and people who think in metaphors
• Designing processes that survive contact with a real organization
• Knowing when something needs more rigor and when it needs less
• Telling executives uncomfortable things in a way they can hear

A longer professional record, with current role and selected initiatives, lives on my LinkedIn. If you want to talk about work specifically — current role, past roles, or what I might do next — email is best.

What I’m working out

How to operate at the boundary where human judgment and machine capability meet — not as theatre, but as actual practice. Most of what gets called “AI strategy” inside large companies is still downstream of pre-AI assumptions, and the work of redesigning from first principles is harder and slower than anyone wants to admit. I write about this occasionally in the writing section.

How to reach me

Email is best: alex.silvestre@me.com. I read everything, reply to most things, and reply to the interesting things faster than I should.