Summary
✨ AI‑Generated
An early-stage education technology company is seeking a Senior Python Engineer to build production backend services and AI-powered assessment systems. You'll develop APIs with a modern Python framework, implement retrieval-augmented generation workflows, embeddings, and vector search, and collaborate closely with engineers and stakeholders in a small team.
Highlights
Join a small, early-stage team where engineering contributions have immediate practical impact. Work on production AI systems, retrieval workflows, and backend services while collaborating directly with stakeholders and making meaningful technical decisions.
Description
We are DeweyLearn, an education technology startup building AI systems that capture expert judgment and turn it into authentic assessment.
We're small and early, and the work is real from day one.
In your cover letter, tell us about a time an AI coding tool produced something that looked correct but wasn't — how you caught it, and what you changed afterward.
Tasks
Build and maintain production backend services and APIs in Python (FastAPI)
Implement retrieval workflows (RAG, embeddings, vector search)
Work closely with other engineers and stakeholders to make good technical trade-offs
Help keep our systems clean, reliable, and easy to extend
Requirements
General:
You’re a curious technologist at heart.
You like understanding how things work, and you enjoy exploring new tools, approaches, and ideas
You are a fast self-learner and enjoy dialog
You have proven software engineering fundamentals and can build reliable systems that others can understand, maintain, and extend
You are a good communicator and can ask the right questions, explain trade-offs in a straightforward way, and collaborate with stakeholders
You enjoy collaborating with other team members
4–8 years of professional software engineering experience.
This is a deliberate band, not a minimum — we want engineers who learned the fundamentals the hard way and then rebuilt how they work around AI
You have experience working with ML/AI systems in a production environment.
You have native/fluent proficiency in English
Experience in early-stage startups is a plus
You work agentically.
AI is your primary authoring tool, not an autocomplete you tolerate, and you can say precisely where you let a model run unsupervised and where you don't
You read AI output critically.
You've caught it being confidently wrong, and you still know what's underneath — when an agent writes something that breaks, you can debug it
You must be legally authorized to work in the United States without sponsorship, now and in the future, and be physically located in the US while working.
Eastern time zone strongly preferred — we need at least six hours of daily overlap with 9:00–17:00 ET
Technical:
Exceptional command of the Python language is a must
Exceptional command of FastAPI and related topics is a must
Production API work backed by PostgreSQL is a must
Good command of Docker in dev and deployment use cases
Understanding of Infra as code is a plus
Exceptional understanding of “engineering basics” (version control, CI/CD, environments, debugging)
Familiarity with retrieval workflows (RAG) and embedding-based search
Experience with Natural Language Processing is a plus
Familiarity with at least one front-end framework is a plus
Benefits
Flexible remote work arrangement
Collaborative, innovation-focused environment
Opportunity to shape the future of education
Join us in building the future of education technology.
If you're passionate about creating innovative solutions and want to be part of something groundbreaking, we want to hear from you.
