AI Engineer, ReadMe

• Want to own meaningful systems end-to-end, not just features
• Care deeply about developer experience and documentation quality
• Enjoy working on problems where AI, APIs, and product design intersect
• Have strong instincts about what makes AI actually useful and where the industry is headed
• Not sure if you’d be the right fit? Apply anyway! We’d love to see your application

Desirable

• We’re hiring an AI Engineer to shape how AI shows up across ReadMe’s product: from how developers explore and understand APIs to how companies author and maintain their documentation
• AI agents need APIs to talk to each other, and those APIs need to be understandable, structured, and explorable
• At the same time, writers and developers are looking for better ways to generate and maintain documentation with AI
• We're a small team of humans (and one owl) working together to do big things — and that’s where you come in. In this role you’ll have a transformational impact on ReadMe across both the trajectory of the business and our thriving culture
• This isn’t a feature team where a PM hands you tickets. You’ll help decide what gets built, why it matters, and how it works end-to-end. You’ll work on systems that are already live across thousands of developer hubs and define what they become next
• Documentation that writes itself. AI that watches code change and keeps docs current — from PR-level suggestions to org-wide audits that surface and fix quality issues at scale
• Answers, not search results. A conversational layer embedded directly in developer hubs, grounded in real docs, that gives developers the right answer instead of a list of links to dig through
• APIs that are agent-ready. As AI agents increasingly talk to APIs, the structure and clarity of those specs matters more than ever. We're building the systems that make APIs understandable by both humans and machines
• Design end-to-end AI systems: combining LLMs, embeddings, retrieval pipelines, and structured outputs into reliable product features
• Build grounding and retrieval layers: indexing docs, OpenAPI specs, and customer data to support accurate, context-aware generation
• Define evaluation systems: measuring accuracy, latency, cost, and user impact; building feedback loops to continuously improve quality
• Handle real-world complexity: malformed specs, inconsistent docs, edge-case APIs, and ambiguous user queries
• Make architectural tradeoffs: latency vs. quality, cost vs. coverage, deterministic vs. generative approaches
• Own production reliability: observability, fallbacks, rate limiting, and safe degradation when systems fail
• Work across the stack: from model orchestration and backend systems to the UI surfaces that expose them
• How you'll grow within one month..
• Build a deep understanding of ReadMe’s AI systems and product surfaces
• Ship meaningful improvements to existing AI features
• Get close to real customer workflows and pain points
• 🪴 Within a few months, you'll..
• Own a core part of one of our AI systems
• Drive improvements in quality, reliability, and user experience
• Contribute to product and technical direction
• 🌳 Within your first year, you'll..
• Be a key driver of AI across the product
• Ship systems used daily by thousands of developers and teams
• Help define how AI reshapes developer hubs and API workflows

• We can’t wait to read your resume and (hopefully personality-filled) cover letter! Let us know what excites you about full stack engineering, and help us get to know you better!
• If we think we might be a good fit for you, we’ll set up a 30 minute phone chat with our VP Engineering Moses! He’ll tell you more about the role, and get a chance to hear about your experiences
• Next will be a second 30 minute phone interview with Davin, one of our Engineering Managers, where we’ll dive a bit more into your background
• We’ll then do a technical assessment with a couple of ReadMe engineers
• Finally we’ll invite you to an "onsite" interview conducted over Zoom! These usually take 3.5 to 5 hours including an hour break in between. We are able to be flexible with the schedule and split it up over two days if that works best for you! We start with a 15-minute get-to-know-you with the people you’ll be interviewing with, and then have you talk with people one-on-one later on
• We’ll let you know how things went within a week! If it still seems like a good fit all around, we’ll extend you an offer! If not, we will update you to let you know so you aren’t left hanging