Senior AI Engineer

Topline ProBoston, MA
Onsite

About The Position

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.

Requirements

  • 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
  • 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

Responsibilities

  • 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

Benefits

  • 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 fueled
  • Opportunity to take on significant responsibility and ownership in scaling a product that can change the lives of home service pros
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