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licence Creative Commons
title Résumé
description Staff engineer building AI-assisted developer tooling. Python, GCP, LLMs, and infrastructure automation.
clippy_help It looks like you're trying to hire Greg. Consider paying him in cheese 🧀 It's his favourite food!

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Summary

Staff engineer building AI-assisted developer tooling and automations.
I ship prototypes quickly and production code elegantly.
Comfortable operating in high pressure remote-first teams.

Selected Work (high impact)

  • Async AI workflow orchestrator (triage -> implement -> assess): built a multi-stage automation system that runs steps asynchronously, preserves context across phases, and uses heuristics to decide when to escalate to a human for guidance.
  • AI code reviewer that improves code quality over time: built an internal review system that evaluates changes against human-authored guidelines and uses challenge/verification mechanisms to reduce hallucinations, keeping suggestions actionable and preventing the codebase from "regressing to the mean".
  • LLM-powered dbt model optimizer with fail-fast validation: built a tool that proposes SQL optimizations, tests them against sampled datasets to catch issues quickly, and feeds concrete failures back into the LLM to iteratively repair until results reconcile.

Technical Skills

  • Languages: Python, SQL, Bash, Ruby
  • Infra: Linux, Docker, networking, NGINX
  • Cloud & Platforms: GCP, AWS, Cloudflare, Tailscale
  • Data: dbt, Spark, BigQuery, warehouses at scale
  • AI/LLM systems: LLM benchmarking, context, tool workflows, guardrails
  • Serving & runtimes: vLLM, Ollama, llama.cpp
  • Ops & delivery: CI/CD, observability
  • Microcontrollers: ESP32s, Raspberry Pis, PCBs

Experience

Shopify - Canada (Remote) (Jul 2019 – Present)

Staff Engineer, Data Warehouse Technology (Sep 2025 – Present)

  • Built an LLM-powered dbt optimization tool that fails fast on sampled data, validates semantic equivalence, and iterates automatically by feeding execution/validation failures back to the model.
  • Improved reliability by adding validation gates for AI-generated changes (language-aware checks, clearer failure states, and safer automation defaults).

Senior Machine Learning Engineer (Dec 2024 – Sep 2025)

  • Built an async AI automation orchestrator for data engineering workflows using a staged approach (triage -> implement -> assess) with human-in-the-loop escalation driven by heuristics and confidence checks.
  • Built an AI code review system that reviews changes against human-authored engineering guidelines, using challenge/verification techniques to reduce hallucinations and making suggestions one-click apply in GitHub.

Senior Analytics Engineer (Feb 2023 – Dec 2024)

  • Migrated core warehouse workloads from Spark to dbt on GCP.
  • Improved modeling practices, review workflows, and operational consistency across a large shared codebase.

Senior Data Scientist (Jul 2019 – Dec 2021)

  • Led a small team delivering forecasting and infrastructure planning recommendations.
  • Developed tooling to make load balance recommendations for our core infrastructure.

Parental Leave (Dec 2021 – Feb 2023)

  • Learned how to make a small human happy.

CEO & Founder - Memair (Nov 2018 – Jul 2019) - Ottawa, Canada

  • Built a personal analytics product end-to-end (backend, frontend, infra, and ops).
  • Worked across Rails, Python, GraphQL, React, Flutter, and JavaScript on cloud + self-hosted infrastructure.
  • Site: https://memair.com

Sailing Sabbatical (Sep 2017 – Sep 2018) - Canada/USA/Bahamas

  • Sailing SV Catsaway from Kingston, Ontario, to the Bahamas and back.
  • Produced a YouTube series documenting our adventure, honing video communication skills.
  • Hacking on a few (mostly boat-related) projects.

Data Engineer - Shopify (Sep 2013 – Sep 2017) - Ottawa, Canada

  • Data modeling, reporting, experimentation, and ML support for early Shopify.
  • Worked primarily in Python/Ruby with Spark, Presto, and Rails.

Data Specialist - Amnesty International (Mar 2012 – Sep 2013) - Sydney & Ottawa

  • Supporter database projects; Rails + SQL; operational reporting and process improvement.

Communications - Australian Army (Jul 2004 – Nov 2012)

Instructor • Upward Dog Yoga Centre (Jul 2014 – Mar 2020) - Ottawa, Canada

  • Teaching Acroyoga as part of SmileyOm.

Projects & Self-Hosting

  • Home lab: servers, Docker workloads, monitoring, backups, and secure remote access.
  • Self-hosting (incl. Mastodon) and home automation (Home Assistant / ESP32).

Writing & Speaking

  • Speaker: AI Tinkerers Toronto (Nov 2025) and many internal Shopify communications.
  • Blog posts.

Open Source & Patents

Education

Bachelor’s Degree - Murdoch University (2008 – 2011, Remote)
Focus: security / terrorism / counter-terrorism

Security Clearance

  • Canada: Enhanced Reliability (valid through 2029)
  • Australia: Top Secret (lapsed)

Citizenships

🇦🇺 Australian
🇨🇦 Canadian
🇮🇪 Irish (🇪🇺EU)
🇬🇧 British

Principles

  • Improve the world according to my Codex Vitae.
  • Use AI & data to solve interesting problems.
  • Lead great teams; keep learning; avoid being the smartest person in the room.

Home Office

Connection:

  • 3Gbps ⬆️⬇️ fiber Internet
  • Ubiquiti networking equipment with ethernet to office
  • 5G cellular & 1hr UPS redundancy

Residence: Prince Edward County, Ontario, Canada

  • 🏢 10mins to co-working spaces
  • 🚗 15mins to 401 highway
  • 🚊 15mins to Belleville Via Rail station
  • ✈️ 2hrs to Toronto Pearson International Airport

Timezone: Eastern Standard Time (UTC−05:00)
Workable hours:

  • PST: 04:00 - 13:30 PST
  • EST: 07:00 - 16:30 EST
  • UTC: 12:00 - 21:30 UTC