I’m Kyle Rubenok, a senior product manager at Microsoft in Seattle. I lead product strategy and execution for Outlook’s agent platform and regularly contribute to the .NET and TypeScript code behind it. My work covers platform architecture, APIs, identity, authorization, privacy, human approval, evaluation, and reliability.
I’ve always worked closely with engineering. I enjoy defining product direction, shaping platform contracts, prototyping ideas, and testing them against real systems. Much of my current work involves agentic software, protocols, extensibility, and the operational details behind dependable products.
Why this site exists
Nerd Ramblings is where I keep the useful residue: practical notes, architectural opinions, experiments, and the sharp edges I wish somebody had documented. I care about technology that earns its complexity, systems whose seams can be understood, and tools that remain maintainable after the demo is over.
Outside work, I run a homelab that increasingly resembles a small production environment. I tinker with networking, storage, Home Assistant, self-hosted services, media systems, remote infrastructure, and whatever else gives me an excuse to understand one more layer of the stack. I also write code and contribute to open source when building the thing is the fastest way to learn what the product should be.
Before now
I studied computer science and economics at McGill University in Montréal. While there, I served as president of the Computer Science Undergraduate Society, co-directed McHacks, and sat on the board of the Students’ Society of McGill University.
Before joining Microsoft full-time, I interned there twice, worked as a systems engineering intern at Cisco Canada, and co-founded Penguinleaf Technologies, a technology consultancy.
Get in touch
You can email me, find me on LinkedIn or GitHub, and occasionally catch me on Twitter @krubenok.
Everything here is personal and doesn’t represent Microsoft.
Resume
My current resume is available here.