Senior AI Engineer

About the Role

We're hiring a Senior AI Engineer to join the team here in Boston. This is an opportunity to have a significant impact on the product. Come help us scale to the next level!

You will have the opportunity to make a huge impact on a small yet growing team and culture. In this role, you will work directly on a cross-functional engineering team, reporting to the VP of Engineering.

What You'll Do

• Build AI Agent and Chat Capabilities - Develop AI-powered assistants using cutting-edge technologies and tooling that help our customers run their small businesses
• Deploy & Scale AI Features - Build infrastructure and pipelines to support real-time AI interactions in a production environment
• Experiment & Iterate - Prototype new AI applications, evaluate their performance, and continuously refine them based on user feedback
• Partner with engineering and product leaders - Contribute strategically and play a key role in the product development process

What We're Looking for

• 5+ years of experience in AI, ML, or NLP-related engineering roles
• Proficiency in Python, with preferred experience in Django, React, and PostgreSQL
• Real-world experience with Retrieval Augmented Generation (RAG) and similar practices, including vector embeddings and vector databases
• Hands-on experience with OpenAI and Anthropic APIs
• Familiarity with LLMs and NLP techniques, including prompt engineering, fine-tuning, and evaluation
• Experience with coded agentic frameworks such as Pydantic AI, LangChain/LangGraph, or similar
• Experience with end-to-end MLOps practices: monitoring, deployment, and evaluation
• Experience deploying AI-powered applications in production environments (e.g., cloud-based APIs, real-time processing)
• Experience working on an empowered team with Product and Design as equal counterparts
• Experience in an Agile Scrum environment

What You Bring

• Sharp problem-solving instincts, especially in fast-moving, ambiguous situations
• Confidence to make decisions with best-available rather than perfect information
• A drive to understand why your systems behave the way they do, not just that they work, but how
• Excellent written and verbal communication skills
• A team-first mentality and a love of learning
• Low ego, high energy

What we offer

• Full Medical, Dental, and Vision Health Coverage
• Computer and workspace enhancements
• 401(k) plan (non-matching)
• Unlimited vacation, 9 company holidays including election day, and 1 personal volunteer day a year
• Company-paid Wellhub membership for fitness and wellness
• Dinner covered with Uber Eats + a stocked kitchen to keep you fuele
• Opportunity to take on significant responsibility and ownership in scaling a product that can change the lives of home service pros