Dillon Rose

Full Stack Engineer

Hi, I'm Dillon.
I convert AI capabilities
into products people actually want.

A decade of AI-adjacent development at Microsoft, shipping products from zero to millions.

One of the original members of the 10-engineer team that built the Copilot client app from scratch

Architected subscription entitlement and feature flag infrastructure

Spearheaded full stack solution for Prompt Suggestions. Enabling suggestions enriched with user content (files, people, meetings, etc.) to meet users where they engage with work

Created Teaching Moments - 10+ guided tutorials that onboard users to Copilot's key features

From 0 to 40M+ weekly active users

Copilot

Rearchitected the deployment mechanism, cutting commit-to-production from 2 weeks to 3 days and enabling per-user version control via feature flags within 15 minutes

Lead IC for the Client Infrastructure team: reliability, app load and chat latency, and feature flagging

Lead agentic development adoption in the client repo

Led a v-team of 4 to create an autonomous agent fleet

Addresses DevOps tasks: feature flag cleanup, flaky E2E tests, test coverage, and accessibility bugs

Addresses merge conflicts and failed CI for subscribing team members

Copilot

Incubated the feature from scratch and grew it to 1M monthly active users

Led a team of 5 engineers through a full service rewrite

Designed audio streaming protocol for email readouts. Enabled seek and variable playback speed

From 0 to 1M+ weekly active users

Cortana
Cortana

Stripped down and ported Bing's online search stack to run fully offline inside Windows Maps app

Defined the strategy for selecting which locations and businesses to download

Microsoft Maps

Optimized ML models in the Bing Local Search stack - one of the highest ad revenue verticals

Built a rule-based classifier for head queries, reducing latency and cost

Bing

Defined the technique for selecting which point of interest icons to show at various zoom levels of the map

Bing