Founding Engineer (All Levels)

at Promptless — An AI teammate that automatically updates your customer-facing docs

San Francisco, CA, USFull-time1+ years$140K - $200K0.40% - 2.00% equityYC-W25

What the role involves

About Promptless

When most people want to use AI for work, they don’t want to build prompt libraries, engineer context windows, or decide between different foundation models—they just want solutions that integrate with the tools they’re already using and fit directly into their existing workflows. At Promptless, we’re building AI teammates that combine context-aware agents and embedded user experiences to deliver AI products that are accessible to everyone.

We’re starting with an AI teammate that automatically updates customer-facing docs, like tutorials, API references, and support centers. We were one of the top companies in the W25 batch by revenue, and our product is already used by both startups and Fortune 500 enterprises, and we’re struggling to keep up with the demand for our product.

Our small founding team has led teams at fast-growing startups, published LLM research, competed in national and international olympiads (including the IMO), and graduated from top schools like Stanford, Yale, and Harvard.

About the role

At Promptless, everyone on the team works on the most critical problems at the company. On a typical day you can expect to be talking to customers, working with founders to design and implement features that solve customers’ problems, shipping code, and seeing customers use the features that you just built.

We expect great candidates to be both capable of improving our SaaS app and our AI agent.

You likely have experience shipping production code used by real users and be comfortable across the entire stack, working on our React frontend Python/Flask backend, API integrations, and our kubernetes infrastructure. Bonus points if you have built LLMs or agents or have contributed to open-source AI projects.

You also likely have built applications using LLMs (side projects count!) and excel at experimentation and learning new techniques.

About Promptless

Docs are integral to a great customer experience, but managing them is a challenging, multi-team effort. The most successful companies recognize that fantastic docs drive adoption and bad ones cause customers to churn. Promptless is used by fast-growing startups and Fortune 500 enterprises alike to automatically update docs based on feature releases, support tickets, internal Slack conversations, and more. Promptless is designed to be flexible—it can integrate with any docs platform, be triggered automatically from many workflows, and can pull in context from any internal knowledge source. With Promptless, documentation becomes a strategic advantage for growth, not a bottleneck or a liability.

Full Promptless profile

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