Mid Level Staff AI Product Manager Jobs
Mid level staff ai product manager jobs go to product managers ready to own AI features end to end, align cross-functional teams, and drive roadmap decisions with limited oversight. Openings are concentrated in Education, Insurance, and Technology & Software, with 45% remote or hybrid availability, and employers like JPMorganChase, GitLab, and Protiviti hiring at this level now.
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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, Agentic frameworks, and model architectures.
Required Qualifications:
- Bachelor's or Master's degree in Computer Science, Artificial Intelligence, Machine Learning, Applied Mathematics, or related field.
- 5+ 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 $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.
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”
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, Agentic frameworks, and model architectures.
Required Qualifications:
- Bachelor's or Master's degree in Computer Science, Artificial Intelligence, Machine Learning, Applied Mathematics, or related field.
- 5+ 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 $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.
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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Mid Level Staff AI Product Manager Jobs: Frequently Asked Questions
How do I get a mid level staff ai product manager job?
Position yourself by highlighting end-to-end ownership of AI or ML-driven features, quantified product outcomes, and cross-functional collaboration experience. Applications stand out when they show you have moved beyond execution into defining requirements, influencing roadmaps, and making scoped decisions independently. Tailor each application to the specific AI product domain the employer operates in, and be ready to discuss trade-offs you navigated on real shipped work.
Which companies hire mid level staff ai product managers?
Companies hiring mid level staff ai product managers right now include JPMorganChase, GitLab, and Protiviti, based on current listings on Migrate Mate as of November 2026. Hiring at this level covers both established tech-forward enterprises scaling their AI product lines and growth-stage companies building core AI capabilities for the first time.
Are there remote mid level staff ai product manager jobs?
Yes, remote and hybrid options are widely available at this level. About 45% of mid level staff ai product manager openings are remote or hybrid as of November 2026, making it realistic to find roles that match your location preferences. Search current listings on Migrate Mate and filter by work setting to see what is available in your preferred arrangement right now.
How do I move up to a mid level staff ai product manager role?
Growing from entry level into a mid level staff ai product manager role takes building depth across the full product lifecycle, moving from executing tasks to owning scoped features independently. Develop a record of shipping AI-related work with measurable impact, deepen familiarity with model evaluation, data pipelines, or AI ethics trade-offs, and start mentoring or guiding peers. Employers look for growing autonomy, sharper product judgment, and evidence of increasing scope over time.
Which industries hire the most mid level staff ai product managers?
Mid Level staff ai product manager roles concentrate in Education, Insurance, and Technology & Software, based on current listings on Migrate Mate as of November 2026. These sectors drive hiring because they are actively embedding AI into core products and workflows, creating sustained demand for product managers with both technical fluency and the ownership experience that mid level candidates bring.