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Welcome to my personal homepage! My name is Andrew Wilson. I work with computers. This site is about me and my work. It is also, frankly, a mess.

Things I’m working on:

Under constructionThis page is a work in progress. Please help me fix it.

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Last updated: 10/11/1999 · You are visitor number

Message from Andrew

Your org is running on 1999.

Three systems are failing: the AI pipeline, the team, and the Friday 5pm deploy.

I’m Andrew Wilson, and I build engineering teams that ship with AI. These are exactly the problems I fix, and they sit at the CTO, VP and SVP table.

Every fix you make upgrades this website. Ready?

Level 1 of 3

Ship the AI pipeline

The AI demo works. The prices it quotes do not. Legal is nervous, and nobody can say why the model said what it said.

Choose your fix:

✓ Truth layer installed

The model never does the math.

The model reads, routes and explains. A deterministic truth layer owns every number, so every price can be traced.

Real world:

  • Designed an AI quoting platform for a manufacturer: the model reads the request, a deterministic truth layer prices every line.
  • The engineer who took over its maintenance estimated I wrote 80 to 90% of the quote engine.
  • Found that every query waited on a single database connection, and moved the service to a shared pool.
  • The pattern became my studio’s reference architecture for AI products.

Model$NaN$1,284.50 ✓ tracedTruth layer
AI pilotStuck in POC since Q2In productionsimulation

Level 2 of 3

Build a better software team

Everyone owns everything, so nobody owns anything. PRs wait six days. The 1:1s are status meetings in disguise.

Choose your fix:

✓ Ownership map published

Write the ownership map. Stuck two days? Escalate.

Clear owners, written handoffs, and 1:1s that are about the person, not the tracker.

Real world:

  • Led teams of up to 17 engineers. Today I lead a team of four Principal engineers.
  • Aligned 90+ engineers on shared practices, and help lead education across the company.
  • Started our first hackathon, which got about 200 people thinking about how to turn internal work into revenue.
  • Ran our Brown Bag talks for three years, then handed them to a successor I coached.

  • ???Who owns auth?Auth → Platform team
  • 6 daysPR waiting on reviewReviewed in a day
  • FINAL_v7Spreadsheet of truthOne source of truth
  • DMQuick question…Written handoff
  • 1:1Status meeting againAbout the person
Oldest PR waiting6 days< 1 daysimulation

Level 3 of 3

Stop the Friday 5pm deploys

Hotfix number four this week. Tests are flaky, so people rerun them until they pass. Every deploy is a small act of courage.

Choose your fix:

✓ Gates installed

Gates before ship.

CI checks every push, tests enforce the contracts between teams, and “done” means verified in production.

Real world:

  • Ran a team of four AI agents like an engineering org: owned code, written handoffs, CI gates on every push to production.
  • Every failure on that team became a written rule. The last one: verify outcomes, not actions.
  • Earlier: led a team of five through six requirement changes and shipped a HIPAA-compliant app in three months.

Fri 4:59 PMTue 10:12 AM
  • Types
  • Tests
  • Contracts
  • Verified live
Deploys this week118simulation

Org upgraded.

That’s the whole job. I’m Andrew Wilson, and I build engineering teams that ship with AI. The problems I take on sit at the CTO, VP and SVP table: AI that ships, teams that own their work, and Fridays that are boring.

See my character sheetOpen my CV

Picture: a floating clay island where the AI pipeline, the team table and the rocket all work now, and me giving a thumbs-up. Each one links to its case file.

Andrew Wilson

Class: Team Builder · Title: Director of Engineering · Level 15 (years in software) · New York City

Stats

Years shipping software
15
Engineers aligned
90+
Largest team led
17
Principal engineers led today
4

Current quest

2022 – now

Director of Engineering Umbrage

Leading senior and principal engineers across client programs.

Designed an AI quoting platform for a manufacturer that ties together its ERP, CRM and pricing warehouse, built to cut quote turnaround from days to hours for 60+ sales reps.

Loot: case files

Achievements

  • Webby Honoree, 2016
  • HIPAA app shipped in three months
  • Brown Bag talks, three years
  • Writing Dreamknot, a novel
  • Athens Marathon
  • Spartan World Championship
  • Learning Greek

Open the full CVLinkedInEmail

Still running on 1999 somewhere?

I take on select freelance and advisory projects through my lab, Xallindrome. Or just say hi.

andrew.wilson@xallindrome.coLinkedInCV