Plymouth Rock Assurance

Plymouth Rock Assurance

Sr. Artificial Intelligence Engineer

Boston, Massachusetts · Senior

Sponsorship not specified$135k-$200kDetected 88 days ago
JavaScriptPythonJavaGitAWSGCPAzureMachine LearningPandasNumPyLLMsRAGAgentic AILLMOpsMLOpsLangGraphAI OrchestrationCustomer Support

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odds of building a lasting career here

59Sponsors, lottery-bound
Cap-exempt (no lottery)0
Sponsors this role80
Entry-level history0
PERM / green-card track0
Lottery odds (Level IV)94
Fits your clock70

Sponsors, but it's cap-subject — you still face the weighted lottery (~61% per draw at Level IV). Good if you win; have a cap-exempt backup on your list.

Lottery odds assume a STEM candidate.

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About the role

  • Salary Range The pay range for this position is $135,000 to $200,000 annually.
  • 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"

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.
  • 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.

Requirements

  • Experience with LLM ecosystems such as:
  • Experience with Claude Code, Codex, Cursor, GitHub Copilot, or similar.

Nice to have

  • 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.
  • Auto and home insurance discounts
  • Matching gift opportunities

Compensation

  • The pay range for this position is $135,000 to $200,000 annually.
  • Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.
  • 4 weeks accrued paid time off + 9 paid national holidays per year
  • Annual 401(k) Employer Contribution (up to 7.5% of your base salary)

Benefits

  • Perks And Benefits
  • 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
  • Various Paid Family leave options including Paid Parental Leave
  • Resources to promote Professional Development (LinkedIn Learning and licensure assistance)
  • Free onsite gym at our Boston Location
  • Convenient location directly across from South Station and Pre-Tax Commuter Benefits

Company info

  • 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.
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This listing is sourced directly from Plymouth Rock Assurance's careers page and normalized into a canonical job model.