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Director, Software Technology Delivery

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: R T Specialty, LLC
Full Time position
Listed on 2026-01-01
Job specializations:
  • IT/Tech
    IT Project Manager, IT Consultant
Job Description & How to Apply Below
* ** Strategic Leadership:
** Define and lead IT strategies that add value to the business.
* ** Financial Management:
** Oversee budgeting, expenses, and personnel.
* ** Relationship Building:
** Foster strong connections with Ryan Alternative Risk business leaders.
* ** Project Oversight:
** Manage the quantification, delivery, and testing of development efforts on a regular sprint cycle.
* *
* Collaboration:

** Work with IT department leaders and Ryan Specialty’s vendors in design, scoping, support, and troubleshooting.
* ** Communication:
** Utilize collaborative communication and project management platforms for transparency.
* ** Change Management:
** Drive user adoption of new applications and technologies.
* ** Innovation:
** Stay abreast of the latest insurance-industry related technological advancements for potential adoption.
* ** Resource Coordination:
** Organize internal and external resources for project execution.
* ** Reporting:
** Prepare and present monthly status reviews and quarterly business reviews.
* *
* Education:

** Bachelor’s degree in computer science or information technology.
* *
* Experience:

** 10+ years in software development and delivery.
* ** Insurance Expertise:
** 10+ years in insurance process automation, preferably with a focus on Property and Casualty
* ** Project and Program

Experience:

** 10+ year driving or overseeing project or program management
* ** Leadership:
** 5+ years in personnel and team management.
* ** Development Processes:
** Deep understanding of modern development processes including requirements, visualizations, prototyping, Agile, and SDLC.
* ** Innovation:
** Be at the forefront of a major technology transformation.
* ** Leadership:
** Lead a talented team of IT professionals and vendors.
* ** Automation:
** Drive innovation using Generative AI to automate workflows.
* *
* Collaboration:

** Work with business leaders to deliver impactful solutions.

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.

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. For additional information on Ryan Specialty Total Rewards, visit our website 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  
* The above is intended to describe this job's general requirements. It is not to be construed as an exhaustive statement of duties, responsibilities, or physical requirements. Nothing in this job description restricts management's right to assign or reassign duties and responsibilities to this job at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.
* ** Benefits**!
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