Artificial Intelligence Engineer

Summary

Plymouth Rock Assurance is a company that manages a significant portfolio in personal and commercial insurance across the Northeast and mid-Atlantic. They are seeking a highly skilled AI Engineer to design and build Generative and Agentic AI systems that enhance their operations and customer service. The role involves developing AI applications powered by large language models and collaborating with various teams to drive innovation and efficiency.

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, Agentic frameworks, and model architectures

Skills

• 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
• 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

Qualifications

Must Haves

• 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

Nice to Haves

• 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

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