AI Delivery Lead-RT Specialty

Ryan Specialty, LLC; Chicago (IL); On-site; USD 140,000 - 175,000; Full time

Benefits offered by this job

Bonuses

Job summary

Ryan Specialty is seeking an AI Delivery Lead to orchestrate the AI Innovation Center, owning intake, triage, and governance of AI initiatives across the division. You will partner with business leaders, engineers, and front‑office users to ensure opportunities are assessed, resourced, and executed per RT’s objectives.

The role requires hands‑on AI initiative management, cross‑functional facilitation, and strategic prioritization, with preferred insurance domain experience.

Qualifications

• Hands-on AI/technology initiative management from intake to delivery.
• Ability to assess use-case viability and map to delivery approach.
• Familiarity with low-code/no-code AI tooling and Vibe Coding.
• Experience leading cross-functional sessions with diverse stakeholders.
• Strong prioritization aligned to enterprise strategy and resources.
• Insurance industry experience is preferred.

Responsibilities

• Own divisional AI intake and act as primary contact for AI opportunities.
• Provide hands-on solutioning support alongside business users.
• Drive innovative AI processes, tools, and usable applications.
• Evaluate AI tools/vendors and maintain a competitive posture.
• Lead triage sessions with senior leadership to prioritize ideas.
• Allocate resources based on complexity and standards.
• Maintain AI product backlog and coordinate with the PMO portfolio.

Skills

AI project management

Applied AI feasibility

Low-code/no-code tooling

Vibe Coding platforms

Stakeholder facilitation

Strategic prioritization

Insurance industry experience

Education

Bachelor’s or Master’s degree

Job description

Position Summary

The AI Delivery Lead serves as the central orchestrator of RT Specialty’s AI Innovation Center, owning the end-to-end intake, triage, and delivery governance of AI initiatives across the division. This role partners with business leaders, engineers, and front-office users to ensure that every AI opportunity is assessed, resourced, and executed in alignment with RT’s strategic objectives.

Responsibilities

• Own divisional AI intake: serve as the primary point of contact for all incoming AI opportunity requests from business customers, Forward Deployed Engineers, and front-office Vibe Coders.
• Provide hands‑on solutioning support for front‑office teams where no suitable solutioning is available, actively building AI solutions alongside business users rather than simply managing their delivery.
• Drive innovation and cutting‑edge results in the creation of usable, applicable and transformational processes and applications with AI.
• Consistently evaluate AI tools and vendors to ensure RT’s position as the leader in available resources inside and outside the firm.
• Facilitate triage sessions in partnership with the RT COO, CIO, RT Transformation, Portfolio Manager, Architecture, and OCM Director to assess each incoming idea for AI build viability, strategic alignment, and optimal delivery pattern.
• Guide talent pool allocation by matching initiatives to the appropriate resources based on complexity, architectural significance, and enterprise standards requirements.
• Continuously assess whether in‑flight initiatives remain appropriately classified as scope and complexity evolve, re‑routing resources as needed.
• Maintain and communicate the AI product backlog, ensuring deferred ideas are logged, prioritized, and revisited as resources and strategic conditions change.
• Prevent redundant AI initiatives by maintaining awareness of all active projects across front‑office teams and facilitating collaboration where use cases overlap.
• Partner with the Portfolio Manager to connect the AI initiative portfolio to the broader PMO portfolio, ensuring dependencies are visible and governance is applied consistently.

Requirements

• AI Initiative Management – You have hands‑on experience managing AI or technology initiatives from intake through delivery, with a demonstrated ability to assess use case viability and match solutions to the right delivery approach.
• Applied AI Fluency – Comfort evaluating the feasibility of AI and automation use cases without necessarily building them yourself.
• Familiarity with low‑code/no‑code AI tooling, Vibe Coding platforms, and when to elevate to engineering resources.
• Cross‑functional Facilitation – Proven ability to lead structured decision‑making sessions with diverse stakeholders (technology, operations, compliance, senior leadership) and drive to clear, documented outcomes.
• Strategic Prioritization – Skilled at evaluating competing demands against organizational strategy, resource constraints, and interdependencies to make and communicate clear prioritization decisions.
• Bachelor’s or Master’s degree in a relevant field (e.g. Computer Science, Engineering, Business), and/or relevant industry experience Bachelor's degree and at least 3 years of enterprise technology deployment OCM experience OR a High School Diploma / GED and at least 7 years of OCM experience.
• Experience in insurance processes is desired.
• Experience in participating in cross‑functional projects and influencing key stakeholders.
• Experience in engaging individuals, teams, and leadership to drive successful change.
• Excellent written, verbal, and presentation skills.
• Demonstrated organizational, business process and project management skills.
• Intellectual curiosity and the ability to quickly learn.
• Comfort working at a fast pace and with ambiguity.
• Serious attention to detail and proven ability to manage multiple, competing priorities.
• Keen emotional intelligence.

How We Support Our Teammates

Ryan Specialty seeks to offer our employees a comprehensive and best‑in‑class benefits package that helps them — and their family members — achieve their physical, financial, and emotional well‑being goals. In addition to paid time off for company holidays, vacation, sick and personal days, Ryan offers paid parental leave, mental health services and more. The target salary range for this position is $140,000.00 - $175,000.00 annually. The wage range for this role considers many factors, such as training, transferable skills, work experience, licensure and certification, business needs, and market demands. The pay range is subject to change and may be modified in the future. Full‑time roles are eligible for bonuses and benefits.

Equal Opportunity Employer

Ryan Specialty is an Equal Opportunity Employer. We are committed to building and sustaining a diverse workforce throughout the organization. Our vision is an inclusive and equitable workplace where all employees are valued for and evaluated on their performance and contributions. Differences in race, creed, color, religious beliefs, physical or mental capabilities, gender identity or expression, sexual orientation, and many other characteristics bring together varied perspectives and add value to the service we provide our clients, trading partners, and communities. This policy extends to all aspects of our employment practices, including but not limited to, recruiting, hiring, discipline, firing, promoting, transferring, compensation, benefits, training, leaves of absence, and other terms, conditions, and benefits of employment.

Additional Employment Information

Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment visa at this time. We provide individuals with disabilities reasonable accommodations to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment in accordance with applicable law. Please contact us to request an accommodation at [e-mail].

Other Information

For additional information on Ryan Specialty Total Rewards, visit our website https://benefits.ryansg.com/. All résumé submissions through staff agencies or consultants without prior HR approval are considered unsolicited, gratuitous, and property of Ryan Specialty for recruiting purposes. Agencies must be registered in Ryan Specialty’s agency portal and must have a fully executed contract for service between the agency and Ryan Specialty. Agency fee agreements are only valid with a fully executed contract between the agency and Ryan Specialty.