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Director Software Jobs in Addison, IL (NOW HIRING)

This role is on the Systems team and reports directly to the Senior Director, Software Engineering. What You'll Do Focus on full-stack project initiatives (90%) * Work primarily in Ruby on Rails or ...

This role is on the Systems team and reports directly to the Senior Director, Software Engineering. What You'll Do Focus on full-stack project initiatives (90%) * Work primarily in Ruby on Rails or ...

This role is on the Systems team and reports directly to the Senior Director, Software Engineering. What You'll Do Focus on full-stack project initiatives (90%) * Work primarily in Ruby on Rails or ...

This role is on the Systems team and reports directly to the Senior Director, Software Engineering. What You'll Do Focus on full-stack project initiatives (90%) * Work primarily in Ruby on Rails or ...

This role is on the Systems team and reports directly to the Sr Dir, Software Engineering. What You'll Do Build and ship features (70%) * Implement well-scoped features, fixes, and automations in ...

Senior Software Engineer

Chicago, IL ยท On-site

$126K - $166K/yr

This role is on the Systems team and reports directly to the Sr Dir, Software Engineering. What You'll Do Design and ship complex features (60%) * Scope and lead full-stack initiatives in Python and ...

Senior Software Engineer

Chicago, IL ยท On-site

$126K - $166K/yr

This role is on the Systems team and reports directly to the Sr Dir, Software Engineering. What You'll Do Design and ship complex features (60%) * Scope and lead full-stack initiatives in Python and ...

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Director Software information

See Addison, IL salary details

$139.3K

$254.5K

How much do director software jobs pay per year?

As of Jun 25, 2026, the average yearly pay for director software in Addison, IL is $244,373.00, according to ZipRecruiter salary data. Most workers in this role earn between $253,500.00 and $253,500.00 per year, depending on experience, location, and employer.

What are Director Software roles?

A Director of Software is a senior leadership position responsible for overseeing the software development teams and guiding the strategic direction of software projects within an organization. They manage engineering managers and developers, set technical vision, ensure projects are aligned with business goals, and often collaborate with other departments like product management and operations. The role requires strong technical expertise, leadership skills, and the ability to balance innovation with operational efficiency. Directors of Software are also tasked with recruiting top talent, mentoring team members, and ensuring software quality and security standards are met.

What are some typical challenges a Director of Software faces when leading cross-functional teams?

A Director of Software often encounters challenges such as aligning priorities across engineering, product, and design teams, ensuring clear communication, and managing competing deadlines. Balancing technical debt reduction with new feature development is also a common concern. Successful Directors build strong relationships with stakeholders, foster a culture of collaboration, and implement processes that support transparency and efficient decision-making.

What are the key skills and qualifications needed to thrive as a Director of Software, and why are they important?

To thrive as a Director of Software, you need extensive experience in software development, strong leadership abilities, and a relevant degree in computer science or a related field. Familiarity with technical tools such as project management software (e.g., Jira), cloud platforms, and agile methodologies, as well as certifications like PMP or Scrum Master, is highly beneficial. Exceptional problem-solving, communication, and team management skills set outstanding candidates apart. These competencies are crucial for guiding teams, delivering high-quality products, and aligning software initiatives with organizational goals.

What is the difference between Director Software vs Software Engineer?

AspectDirector SoftwareSoftware Engineer
Required CredentialsBachelor's/Master's in CS or related field, leadership experienceBachelor's or higher in CS or related field, coding skills
Work EnvironmentLeadership, strategic planning, cross-team collaborationHands-on coding, development, debugging
Employer & Industry UsageTech companies, software firms, startupsAlmost universal across tech industries
Common Search & ComparisonOften compared for career progression, responsibilitiesEntry to mid-level roles, technical focus

The main difference between a Director Software and a Software Engineer lies in their responsibilities and experience. Directors focus on strategic planning, team leadership, and project oversight, often requiring leadership credentials. Software Engineers are primarily involved in coding and technical development. While Software Engineers are more hands-on with daily technical tasks, Directors oversee multiple projects and teams, guiding overall software development strategies.

What are the most commonly searched types of Software jobs in Addison, IL? The most popular types of Software jobs in Addison, IL are:
What cities near Addison, IL are hiring for Director Software jobs? Cities near Addison, IL with the most Director Software job openings:
Director, Software Technology Delivery

Director, Software Technology Delivery

Ryan Specialty

Chicago, IL โ€ข On-site

$140K - $175K/yr

Full-time

PTO

Posted 13 days ago


Job description

Position Summary

We are looking for a Director of Technology Delivery who is both dynamic and experienced. This role is crucial in steering our internal IT team and vendor partners, ensuring the development and support of software applications and integrations are reliable, high-quality, and predictable through a well-managed agile SDLC process. The Delivery Lead will collaborate closely with business leadership, our vendor partners and our internal technology teams to deliver timely solutions that align with our business goals.

What will your job entail?

Key Responsibilities:

  • 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.

Technology Stack:

  • Unqork:For intake automation and task management
  • Ruby on Rails: An Underwriting workbench based on Ruby on Rails
  • Coherent Spark:For rater integration.
  • Vertafore's IMS: For back-office management
  • Insurity's SureMGA: For policy administration
  • Azure: For cloud management

Qualifications:

  • 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.

Why Join Us?

  • 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.

****On-site in Chicago, IL****

  • *****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*****

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.

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. For additional information on Ryan Specialty Total Rewards, visit our website https://benefits.ryansg.com/.

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 HR@Ryansg.com

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.