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.