Artificial Intelligence Engineer

Plymouth Rock Assurance

Boston (MA)

On-site

USD 110,000 - 160,000

Full time

14 days+

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Benefits offered by this job

4 weeks PTO + 9 holidays
Free onsite gym
Tuition reimbursement
Health insurance (Day 1)
Wellness program & reimbursements
401(k) employer contribution
Parental leave
Licensure assistance
Commuter benefits across South Station

Job summary

Plymouth Rock Assurance seeks an AI Engineer to design and deploy Generative and Agentic AI systems that transform how the company operates and serves customers. You will work with LLMs, RAG, MCP servers, and Agentic AI across enterprise use cases.

The ideal candidate has strong Python experience, hands-on production ML work, and familiarity with tools like LangChain, Hugging Face, and vector databases. You will collaborate with technology, data, and business teams to deliver scalable AI

Qualifications

  • Bachelor’s or Master’s degree in Computer Science, Artificial Intelligence, Machine Learning, Applied Mathematics, or related field.
  • 2+ years of software engineering experience with ML/AI systems.
  • Hands-on experience building LLM-powered applications in production environments.
  • Strong Python skills and familiarity with AI packages (NumPy, Pandas, SciPy, Scikit-learn).
  • Experience with LLM ecosystems (OpenAI/Anthropic/Google, Open-source LLMs).
  • Experience building RAG pipelines and working with vector databases.
  • Understanding of prompt engineering, embeddings, and model evaluation.
  • Experience building APIs, MCPs, and scalable backend services.
  • Experience with AI tooling (Claude Code, Codex, Cursor, GitHub Copilot).
  • Ability to collaborate with cross-functional teams.

Responsibilities

  • Design, build, and deploy scalable LLM-powered applications and digital products for customer support and internal use.
  • Develop AI agents and Agentic platforms capable of multi-step workflows.
  • Implement RAG architectures to leverage proprietary data and knowledge bases.
  • Build MCP servers and multi-modal Agentic platforms to support teams and customers.
  • Integrate AI/ML solutions with enterprise systems and data platforms.
  • Design prompt strategies, evaluation frameworks, and guardrails for accuracy and compliance.
  • Optimize LLM performance with fine-tuning, prompting, and orchestration.
  • Develop MLOps/LLMOps pipelines for monitoring and improvement.
  • Collaborate with vendors and internal teams to deliver scalable AI solutions.

Skills

Python
ML/AI systems
LLM architectures
RAG pipelines
Vector databases
APIs
Collaboration
Prompt engineering
AI tooling

Education

Bachelor’s or Master’s in CS/AI/ML

Tools

OpenAI / Anthropic / Google LLMs
Hugging Face
LangChain / LlamaIndex
MCP servers
Vector databases
GitHub Copilot / Codex

Job description

We are seeking a highly skilled AI Engineer to design and build Generative and Agentic AI systems that transform how our company operates and serves customers. This role focuses on developing AI applications powered by large language models (LLMs), retrieval-augmented generation (RAG), Model Context Protocol (MCP) servers, and Agentic AI across the enterprise for internal and customer facing use cases.

The ideal candidate has strong experience with a modern AI/ML stack, including a profound Python experience, including AI relevant packages and tools, LLM architectures and frameworks, RAG, MCP, prompt engineering, use of AI tools, building teams of AI agents, and production-grade AI systems design and development.

You will work closely with technology, data, and business teams to build scalable AI solutions that drive operational efficiency and innovation across the enterprise.

Key Responsibilities
  • Design, build, and deploy scalable LLM-powered applications, solutions, and digital products for customer support, business use cases, and internal productivity.
  • Develop AI agents, Agentic Platforms, and Agentic AI systems capable of reasoning, planning, and executing multi-step workflows.
  • Implement Retrieval-Augmented Generation (RAG) architectures and pipelines to leverage proprietary data, and internal knowledge bases.
  • Build MCP servers, multi-connectivity enabled and multi-modal Agentic platforms, and AI assistants to support internal teams and customer facing.
  • Integrate AI/ML solutions with enterprise systems, APIs, and data platforms.
  • Design prompt strategies, evaluation frameworks, and guardrails to ensure accuracy, security, and regulatory compliance.
  • Optimize LLM performance through fine-tuning, prompt engineering, and model orchestration.
  • Develop MLOps and LLMOps pipelines for monitoring, evaluation, and continuous improvement of AI systems.
  • Help in forming buy or build decisions and work with external vendors, consultants and internal teams to deliver scalable top-quality AI solutions timely.
  • Stay up to date with emerging advancements in AI/ML, Generative AI, Agentinc frameworks, and model architectures.
Required Qualifications
  • Bachelor’s or Master’s degree in Computer Science, Artificial Intelligence, Machine Learning, Applied Mathematics, or related field.
  • 2+ years of software engineering experience, including work with machine learning (ML) or AI systems.
  • Hands-on experience building LLM-powered applications in production environments.
  • Strong programming skills in Python, and familiarity with AI/ML relevant packages such as NumPy, Pandas, SciPy and Scikit-learn.
  • Experience with LLM ecosystems such as:
    • OpenAI / Anthropic / Google, Open-source LLMs
    • Hugging Face
    • LangChain, LlamaIndex, or similar orchestration frameworks
  • Experience building RAG pipelines and working with vector databases.
  • Understanding of prompt engineering, embeddings, and model evaluation.
  • Experience building APIs, MCPs, and scalable backend services.
  • Experience with Claude Code, Codex, Cursor, GitHub Copilot, or similar.
  • Ability to collaborate with cross-functional teams.
  • Passion for technology and AI.
Preferred Qualifications
  • Experience building AI agents, agentic platforms, or autonomous workflows.
  • Familiarity with agent frameworks (LangGraph, AutoGen, CrewAI, Semantic Kernel, Frontier, etc.).
  • Experience with fine-tuning LLMs or parameter-efficient training methods (LoRA, PEFT).
  • Experience with cloud-based AI infrastructure (AWS, Azure, or GCP).
  • Familiarity with Java, JS, and Java applications and environments.
  • Experience with MLOps / LLMOps tools and evaluation pipelines.
  • Experience implementing AI governance, observability, and guardrails.
Salary Range

The pay range for this position is $110,000 to $160,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.

Perks And Benefits
  • 4 weeks accrued paid time off + 9 paid national holidays per year
  • Free onsite gym at our Boston Location
  • Tuition Reimbursement
  • Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision)
  • Robust health and wellness program and fitness reimbursements
  • Auto and home insurance discounts
  • Matching gift opportunities
  • Annual 401(k) Employer Contribution (up to 7.5% of your base salary)
  • Various Paid Family leave options including Paid Parental Leave
  • Resources to promote Professional Development (LinkedIn Learning and licensure assistance)
  • Convenient location directly across from South Station and Pre-Tax Commuter Benefits
About The Company

The Plymouth Rock Company and its affiliated group of companies write and manage over $2.3 billion in personal and commercial auto and homeowner’s insurance throughout the Northeast and mid-Atlantic, where we have built an unparalleled reputation for service. We continuously invest in technology, our employees thrive in our empowering environment, and our customers are among the most loyal in the industry. The Plymouth Rock group of companies employs more than 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of “A-/Excellent”

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