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We are a product-obsessed team on a mission to give people back their time. We believe the calendar is one of the most powerful tools in the world, and we're building it the way it should have been built from the start. We've raised $7M from investors like Altos Ventures, Y Combinator (S18), Joe Gebbia (Airbnb Co-founder), Steve Chen (YouTube Founder/CTO), and Dick Costolo (former Twitter CEO). Our users range from fast-moving startups to Fortune 500 companies, and they trust us with the most valuable real estate in their day. We don't care where you got your degree or if you even have one. Here's what we look for in everyone we hire: Warmth; Clear thinking; Bias towards over-communication; Excessive attention to detail. Technologies we work with: Ruby on Rails; React; Typescript; Claude. The role: AI is changing what a calendar can be and we're moving fast to explore what that means for our users. We're looking for a senior AI Product Engineer who can work across the full stack to bring intelligent, delightful features to life. This isn't a pure ML or research role. You'll be building product: integrating LLMs and AI APIs into a real application, designing the UX around AI-powered interactions, and owning features end-to-end. Some of the features you'll build include agentic scheduling experiences, such as finding times that work across multiple attendees with packed calendars, identifying conflicts before the user sees them, and surfacing smart suggestions without the back-and-forth. The calendar is a harder technical problem than it looks. Behind a simple grid of meetings lies high webhook traffic, continuous calendar syncing, complex time-zone logic, recurring event handling, and multiple third-party API integrations. The work spans frontend (React), backend (Ruby on Rails), and AI/LLM integration.
Job Responsibility
Design, build, and ship AI-powered features from scratch: scheduling assistants, smart suggestions, natural language interfaces, and more
Build beautiful, high-quality frontend experiences in React and TypeScript
Work across the stack, from ideation in Claude Design to shipping new APIs and UI to prod
Maintain high reliability in a system people depend on 30-40 times a day
Deliver new features to users on a regular cadence
Requirements
3+ years of software engineering experience, including hands-on experience building and shipping LLM or AI-powered features in production
Experience with React and TypeScript (bonus: Ruby on Rails or another dynamic backend language)
Strong product instincts and care about user experience
Genuinely excited about AI
Thrive with full ownership and a fast shipping cadence
Know how to build reliably with AI
Love to code
Nice to have
Experience with agentic AI patterns, RAG, function calling, or multi-step LLM workflows
Contributions to open source or experience teaching programming
Interest in self-improvement and productivity tools
Experience working on small, highly productive engineering teams