Software Engineer, AI Application

Plane is where work gets planned, tracked, and shipped. You will build the layer that lets agents participate in that work directly, reading context from a workspace, taking action inside it, and handing control back to a human at the right moment.

This is product engineering, not research. You will write Python, design the retrieval and tool surfaces that agents depend on, and own what you ship once real customers are using it.

What you'll do

• Build agent workflows that operate on Plane data, including planning loops, tool calling, multi-step execution, and recovery when a step fails.
• Design and ship MCP servers that expose Plane capabilities as tools, defining the schemas, permissions, and error semantics that make them safe for a model to call.
• Own the retrieval layer end to end, covering chunking strategy, embedding models, vector storage, hybrid search, and reranking.
• Build the agent interfaces that customers actually touch, including streaming output, intermediate step visibility, approval gates, and clean interruption.
• Establish the evaluation harness for everything you ship, defining datasets, regression suites, and the offline and online metrics that decide whether a change goes out.
• Instrument tracing, token cost, and latency across agent runs, and drive down the failure modes that show up in production.
• Design the permission and audit model for agent actions so an agent can only reach what the acting user can reach.
• Evaluate models, frameworks, and techniques as they land, and make a clear recommendation on what Plane should adopt and what it should skip.
• Partner with backend, frontend, and product engineers to take a working prototype to a shipped surface.

What you'll bring

• Two or more years building production software, including at least one year shipping features backed by large language models.
• Strong Python and experience operating services in production, including debugging them under real traffic.
• Experience building agent systems that call tools, covering the orchestration, the failure handling, and the loop control that keeps them from running away.
• Working knowledge of retrieval systems, including embedding models, chunking tradeoffs, vector databases, and the retrieval quality problems that follow.
• Experience building an evaluation harness for a non-deterministic system and using it to make a ship or no-ship call.
• Examples of AI features you shipped to real users rather than to demos or notebooks.

Nice to haves

• You have built or published an MCP server.
• You have run agents against production data with a real permission model behind them.
• You have worked on developer tools, project management, or another product with a complex domain model.
• You have contributed to open source. Plane is open source, and you will see your work in public.

Tech

• Python is the primary language for AI services at Plane. You will work across model APIs from major vendors, MCP for tool exposure, an agent orchestration layer, a vector store alongside Plane's primary database, and the tracing and evaluation tooling that sits around all of it. You will have real input into what that stack looks like as it grows.

Why Plane?

• The scope is real. We are a passion team serving companies of every size, including some of the largest in the world. Something you ship this month will run inside a Fortune 500 company and a 50-person startup in the same week, and you will hear from both.
• The constraints make you better. Plane runs in our cloud, in customers' clouds, and on machines that will never touch the internet. Much of the work happens in the open, where the issues, the fixes, and the roadmap conversations are public. Building software that survives all of that is harder than building an ordinary SaaS product, and it is a better education than most companies can offer.
• The people-and-agents future is being built here, in production. We think humans and AI agents will share one system of action for work. We are building that system now, for customers who already depend on it, and you will work on that problem directly whatever your role.
• Your name is on the work. The teams are deeply connected enough that credit and responsibility both find you fast. That is some pressure. Mostly it is the fun part.

If that sounds like your kind of place, we would like to meet you.

Plane is an equal opportunity employer. We do not discriminate based on race, color, religion, gender identity or expression, sexual orientation, national origin, age, disability, veteran status, or any other protected characteristic under applicable law.