Senior AI Engineer

A path for every ambition.

At HUB, we believe the best work happens when people are given real space to grow and then given the autonomy to exercise it. We power progress and protect ambition: for the clients who count on us, and equally for the people who make that possible every day.

We’re creative thinkers and determined doers, guided by values that show up in how we work together: with empathy, adaptability, accountability and a genuine commitment to one another’s success. We foster bold ideas, celebrate curiosity and share what we know. Because when people grow, the work they do grows with them.

Our purpose is deeply human: to help people navigate the world on their terms, at their speed, toward their future. We hold that same commitment to the people building careers here.

Whether you’re starting out or leveling up, you’ll find the resources to evolve, the support to take on more and a team ready to back you at every stage.

Your ambition has a home here.

At HUB International, we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to maintain their own unique, regional culture while leveraging support and resources from our corporate centers of excellence.

HUB is a global insurance and employee benefits broker, providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over $5 billion in revenue and almost 20,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions.

HUB is seeking a Senior AI Engineer to serve as the senior technical individual contributor for the AI Engineering function within our centralized technology organization, part of HUB’s AI & Automation organization. This is the most senior hands-on engineering seat in the function. The role builds the hardest work, sets the technical standards the rest of the team builds to, and owns the enterprise standards and governance for HUB’s skills, plug-ins, and MCP connections wherever they are used across HUB.

This is an individual contributor role. It carries no direct reports. It does carry technical authority, and the person in it is expected to lead through standards, architecture, code review, and mentoring rather than through reporting lines. A significant portion of that influence extends to engineers outside the function, including builds executed by other engineering teams to the standard this role sets.

The role builds on the Claude AI platform: creating reusable skills and plug-ins, composing them into governed AI applications, standing up retrieval over governed enterprise data, and professionalizing experimental prototypes into governed, tested, enterprise-ready applications. HUB runs Claude as its primary model today and the stack is expected to evolve toward agentic systems. Where a build requires deep engineering, such as net-new backend, new infrastructure, or complex integration, Enterprise Engineering executes it to the standard this role sets and returns it to the catalog to be governed and published. This role does not build or host foundational models and does not perform core machine learning or model training.

How this differs from the AI Engineer role. AI Engineers build and ship against an established standard. This role establishes that standard, owns the technical decisions behind it, resolves the problems the team cannot, and is accountable for the reliability and governance of the function’s output as a whole.

• Build reusable skills, package them as plug-ins, and compose them into governed AI applications used across HUB business lines
• Configure and tune foundational models for HUB use cases, including system and prompt design
• Build retrieval-augmented generation, embeddings, vector store, and multi-step workflow implementations over governed enterprise data
• Take business-built AI prototypes and productionize them into reliable, governed applications
• Own the engineering decisions behind cost, latency, and reliability tradeoffs across the AI estate

• Define and document the engineering standards the function builds to, covering architecture patterns, testing, logging, documentation, and release discipline
• Review architecture and code across the team, and raise the quality of what ships through that review
• Mentor AI Engineers and contract engineers, deliberately transferring knowledge so the function does not depend on any one person
• Set and uphold the enterprise standards and governance for skills, plug-ins, and MCP wherever they are used across HUB, on any surface, including builds executed by other engineering teams
• Partner with Enterprise Engineering on deep builds, defining the standard those builds must meet before they return to the catalog

• Own the technical operation of the skill and plug-in marketplace and the MCP catalog: intake, publish, version, maintain, and deprecate
• Apply access control, least-privilege, and audit to AI assets, partnering with Security, Privacy, and Cloud on identity and credentials
• Ensure every AI asset published to the enterprise has a defined owner, documented behavior, and a support path

• Stand up and own evaluation harnesses, golden-set testing, guardrails, monitoring, and logging so AI output is consistent and reliable at enterprise scale
• Establish acceptance criteria and regression gating so a change that fixes one case does not silently break others
• Provide production support for the skills, plug-ins, and applications the function releases, including incident response for non-deterministic systems
• Translate governance, security, privacy, and regulatory requirements into engineering controls and audit-ready evidence

• Partner with business stakeholders and the product function to turn prototyped ideas into production-ready, governed capabilities
• Partner with Enterprise Engineering, Data and Analytics, Cloud, and Security to ship reliably and route deep builds appropriately
• Represent AI Engineering in technical and governance forums
• Work within Agile ceremonies and document skills, applications, and technical decisions for handoff, audit, and maintenance

• 7+ years of software or automation engineering, including 3+ years building and shipping applications backed by large language models to production
• Direct, recent, hands-on experience building and publishing Claude skills or plug-ins. Broad experience with large language models or frameworks, without shipped skills and plug-ins, is not sufficient.
• Demonstrated technical leadership as an individual contributor: setting standards other engineers followed, reviewing others’ architecture and code, and mentoring engineers without managing them
• Strong Python, REST APIs, and enterprise integration, with sound fundamentals in testing, version control, and monitoring
• Hands-on experience with foundational models: system and prompt design, skill and tool building, function and tool calling
• Retrieval-augmented generation, embeddings, and vector stores, including chunking and reranking
• Evaluation and monitoring for systems backed by large language models, with a working feel for cost, latency, and reliability tradeoffs
• Experience operating inside a regulated enterprise, with security, governance, and access control as part of normal delivery
• Cloud experience (Azure or GCP / Vertex AI)
• Bachelor’s degree in Computer Science, Information Systems, Engineering, or a related technical field, or equivalent practical experience

• Agent development and orchestration (LangGraph, CrewAI, Claude Agent SDK), the growth path for this role
• Model Context Protocol design, MCP server governance, and agent-to-agent patterns
• Identity and access concepts: RBAC, non-human or agent identity, and least privilege
• Working fluency in an AI governance framework such as the NIST AI Risk Management Framework, ISO/IEC 42001, or the NAIC model bulletin on insurer use of AI systems
• Experience as the senior technical voice in a new or maturing capability, including standing up standards where none existed
• UiPath or Microsoft Power Platform exposure, given the automation estate this function supports
• Insurance or financial services industry experience, and familiarity with audit and control expectations in a pre-IPO or public company environment
• Familiarity with Git, CI/CD pipelines, and modern software engineering practices, and tools such as Jira or Azure DevOps

• Genuine software engineering depth rather than prompt-only development
• Influence without authority. This role sets standards for engineers who do not report to it, including engineers on other teams.
• Systems thinking, designing for consistency, resilience, and enterprise scale
• Willingness to do the unglamorous work: documentation, evaluation harnesses, access reviews, and production support
• Coaching instinct, with evidence of raising the level of engineers around them
• Clear technical communication with engineers, business stakeholders, and executive audiences
• Accountability and ownership for quality, stability, governance, and delivery
• Curiosity and adaptability as the AI stack evolves toward agents

At HUB International, we’re invested in your success, both inside and outside of work. Our benefits include:

• Competitive base salary plus performance-based bonus
• Comprehensive medical, dental, and vision coverage
• 401(k) with company match
• Paid time off and company holidays
• Hybrid work arrangement based out of our Chicago office
• Professional development and certification reimbursement
• Opportunity to set the technical direction for HUB’s enterprise AI engineering function and its asset platform, across a modern stack spanning Claude, retrieval, evaluation, and agentic tooling

JOIN OUR TEAM

Do you believe in the power of innovation, collaboration, and transformation? Do you thrive in a supportive and client focused work environment? Are you looking for an opportunity to help build and drive change in a rapidly growing and evolving organization? When you join HUB International, you will be part of a community of learners and doers focused on our Core Values: entrepreneurship, teamwork, integrity, accountability, and service.

The expected salary range for this position is $ 130,000 to $190,000 and will be impacted by factors such as the successful candidate’s skills, experience and working location, as well as the specific position’s business line, scope and level. HUB International is proud to offer comprehensive benefit and total compensation packages which could include health/dental/vision/life/disability insurance, FSA, HAS and 401(k) accounts, paid-time-off benefits such as vacation, sick, personal, floating holidays and company holidays. In addition, eligible annual bonuses, equity and commissions may be available for some positions.  

What we offer you

We invest in your growth. HUB offers structured training, licensing support, and ongoing development opportunities designed to accelerate your career. Benefits and programs vary based on employment status, role, location, and applicable eligibility requirements.

• Competitive pay with comprehensive health benefits, retirement savings matching, and company-paid life and disability plans
• Generous paid time off, paid parental leave and a wellbeing program designed to support real work/life balance
• A collaborative, high-performing culture with meaningful engagement, community impact through HUB Gives and genuine room to grow your career

The HUB difference

HUB International is one of North America’s largest insurance brokers, delivering risk management, insurance, employee benefits, retirement and wealth management solutions to businesses and individuals across the United States and Canada — through locally led teams backed by national expertise, giving you the agility of a local partner and the reach of a global organization.

Equal Employment Opportunity: HUB International Limited is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, protected veteran status, or any other characteristic protected by applicable federal, state, or local law.

Reasonable Accommodations: HUB International Limited is committed to providing reasonable accommodations to qualified individuals with disabilities throughout the application and hiring process. If you need a reasonable accommodation to access our career site, complete an application, or participate in any part of the hiring process, please contact the Recruiting Team at [email protected]. This contact information is for accommodation requests only and should not be used to inquire about the status of an application.

E-Verify: HUB International Limited participates in E-Verify. Please refer to Our Recruiting Process | Applicant Notices: E-Verify Program for additional information.