Four years of shipping product features, hardening the platform, and showing up when the stakes are highest. This is the through-line.
From shipping isolated features to hardening the platform under record-breaking holiday traffic. Each year built on the last.
Hit the ground running across C#, TypeScript, and Ruby. Shipped the Unified Login MVP and the Location Sync framework.
Onboarded a new engineer through weekly pairing. Expanded into cross-charter work supporting an enterprise ERP initiative.
Self-sufficient Release Manager for Core POS. Covered an extended team-leadership leave with zero platform issues. Deep in cell-splitting.
4/20 with 100% uptime at 353% WoW volume. Contributed to internal AI engineering tooling. Rebuilt the Onfleet integration end-to-end.
The job changed every year. The pattern didn't: ship something concrete, then make it easier for the next person to ship the next thing.
Owned and shipped Onfleet route optimization and delivery metrics — a bidirectional sync that optimizes routes, captures drive time and distance, and surfaces real-time tracking inside POS. Earlier work includes the Unified Login MVP, a SCIM employee-provisioning preview, and the Location Sync framework that productized previously manual automation scripts.
Served as Release Manager for Core POS, then went further: compressed the weekly release schedule from three days to two by reworking delivery-group configuration, designed automated GitHub Actions guardrails that block incorrect hotfix branching during mixed-release windows, and coached fellow Release Managers through the hotfix workflow.
Built an environment-picker microtool to kill the recurring toil of tracking down stale env documentation. Added descriptive CI run titles, an admin API for environment details, fixed broken test builds that blocked the org, and unblocked PR environments by merging fixes proactively. Pushed for standardized linters across repos.
Contributed to the cell-splitting work that isolated dispensary groups so a single-cell failure no longer cascades across the platform. Collaborated with Database Reliability Engineering to bridge local load-testing suites to production-grade AWS. Audited and triaged multi-tier 5xx errors pre-holiday and rolled them into a unified clean-up epic.
Built the verify (lint + test) stage for an internal AI build tool that runs before AI-generated PRs are created. Experimented with AI handling steps of the release process. Contributed to an internal AI coding platform and shared research with the engineering AI guild on durable execution, sub-agents, and self-authored extensions.
Coordinated reviews with the Traceability team for delivery features that touched their domain; partnered with Payments / Fintech on background-job priority changes; helped Developer Experience debug build-system credentials, application rollouts, and storage configuration. Covered as interim Technical Lead during an extended parental leave through the busiest traffic window of the year.
For years, Dutchie's biggest customer-impacting holiday was the one most likely to break — and the trade press noticed. The POS Platform team rewrote that story.
The win wasn't a single fix — it was a year of architectural work compounding. The platform was re-architected into isolated application cells so each cell serves only its own set of dispensaries; a single-cell failure no longer cascades across the platform. Replica scaling moved into infrastructure manifests. Local load tests were wired to production-grade AWS database layers in partnership with Database Reliability Engineering.
Pre-holiday, multi-tier 5xx errors were scraped, categorized, and triaged into a unified clean-up epic that forced application teams to patch underlying flaws before traffic spiked. Where prior years relied on manual operational burden during the holiday window, the team pushed for automated, self-healing fallback paths — maintenance pages and graceful degradation built into the platform rather than into a runbook.
"We've had 100% uptime across the past two Green Wednesdays and last year's 4/20. We're three major holidays in with continuous record-breaking days in between each one." — Dutchie customer-facing messaging
Excerpts from three years of performance reviews — chosen not for flattery, but for what they say about the shape of the work.
A quiet contributor who listens and learns first, then offers profound and insightful comments. Leads from the back — building prototypes and shared documents to establish team alignment.
Maintained one of the cleanest Jira boards on the team. Stepped out of his comfort zone to mentor a new engineer through weekly pairing on local dev, test environments, and Kubernetes infrastructure.
A major pillar for active incident response — selfless attitude and high-stakes ownership noticed across the broader engineering organization. Built exceptionally strong, trusted partnerships across the entire platform charter.
The four-year pattern, distilled. The work moved from "I ship great features" toward "I make the entire engineering organization more effective."