Guillermo here ! I'm the founder and CTO of Uptail
We’re building bleeding-edge AI agents that interact with tens of thousands of people per month and scaling fast toward hundreds of thousands. We recently raised a pre-seed round from great backers and we’re moving faster than frameworks can keep up.
We’re looking for a top 1% engineer to join as our second hire. You’ll work side-by-side with the founders - Carlos (ex-Amazon) and myself (aerospace eng turned builder) - on some of the toughest and most rewarding problems we’ve ever touched.
What We're Building
We’re experimenting with and shipping:
⚙️ Prompt composition & multi-agent orchestration
🧠 Time-sensitive context windows
🧪 Real-time evaluations and experiments
🛠️ Anything else that moves the needle
Our stack: TypeScript, SvelteKit, Node/Express, PostgreSQL on Supabase, Vercel
What It’s Like to Work Here
* We move very fast. We push code late if it matters. Velocity is survival.
* We bias toward sync, short feedback loops, and being online together. This is not an async, chill, “catch you later” environment.
* We operate with ownership and chaos. There is no spec. You’ll talk to customers one minute and refactor agents the next.
* We’re not building a dev shop. We’re building a product that people love, and that sometimes means going above and beyond.
This is not for everyone. But if you want to go deep, fast, and grow faster — let’s talk.
You Might Be a Fit If You…
* Have strong fundamentals and ship great code fast
* Are curious about language models, agent architectures, and how people actually use them
* Can zoom in and out — build features, write infra, jump on a call with a user
* Thrive in high-context, fast-paced environments (startups, side projects, solo hacking, etc.)
💬 If this resonates, shoot me a message — I’d love to chat.