Mid Level AI Engineering Manager Jobs
Mid level ai engineering manager jobs go to professionals ready to own end-to-end AI initiatives, guide junior engineers, and shape technical direction without constant oversight. Openings run across Banking & Financial Services, Technology & Software, and Investment & Asset Management, with 44% remote or hybrid availability, and employers like Match, Stripe, and Goldman Sachs 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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Top Industries Hiring
- Banking & Financial Services
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- Investment & Asset Management
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- Fintech
Mid Level AI Engineering Manager Jobs: Frequently Asked Questions
How do I get a mid level ai engineering manager job?
Position yourself around ownership, not just contribution. Highlight projects where you led the full lifecycle, made architectural decisions, or mentored teammates rather than simply executing tasks. Applications that show you influenced outcomes, not just completed assignments, stand out at this level. Tailor your resume to demonstrate scope increase over time and quantify results wherever the work allows.
Which companies hire mid level ai engineering managers?
Companies hiring mid level ai engineering managers right now include Match, Stripe, and Goldman Sachs, based on current listings on Migrate Mate as of November 2026. At this level, hiring comes from a mix of enterprise technology firms, growth-stage AI startups, and large organizations building out dedicated machine learning and AI platform teams.
Are there remote mid level ai engineering manager jobs?
Yes, though availability varies by employer and team structure. About 44% of mid level ai engineering manager openings are remote or hybrid as of November 2026, reflecting strong demand for distributed AI talent at this experience tier. Hybrid arrangements are common at companies that prefer periodic in-person collaboration for cross-functional planning and team alignment.
How do I move up to a mid level ai engineering manager role?
Moving from early-career into a mid level ai engineering manager role requires building deeper technical specialization alongside early leadership signals. Focus on taking full ownership of projects rather than waiting for direction, documenting measurable impact, and seeking out opportunities to mentor less experienced colleagues. Demonstrating that you can operate with reduced oversight and influence team decisions positions you for the step up.
Which industries hire the most mid level ai engineering managers?
Mid Level ai engineering manager roles concentrate in Banking & Financial Services, Technology & Software, and Investment & Asset Management, based on current listings on Migrate Mate as of November 2026. These sectors drive the most hiring at this level because they are actively scaling AI and machine learning capabilities and need managers who can bridge technical execution with cross-functional delivery without senior-level hand-holding.