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Ruby On Rails Contract Jobs in Chicago, IL (NOW HIRING)

Braven

Software Engineer

Chicago, IL

Work primarily in Ruby on Rails or Python, showcasing proficiency and contributing to high-quality, maintainable applications. * Take ownership of well-defined tasks and deliver reliable, impactful ...

NinjaHoldings

Staff Engineer

Chicago, IL · On-site +1

$140K - $200K/yr

Level up your teammates' technical design and Ruby on Rails skillset * Contribute to architecture design and code reviews for all key application functional components * Provide critical thinking ...

Invoca

Sr. Software Engineer I

Chicago, IL · Remote

$126.20K - $166.40K/yr

You'll focus on turning our internal engineering platform vision into reality by strengthening our CI/CD, driving key Ruby/Rails platform upgrades, and making authentication/authorization safer and ...

NinjaHoldings

Staff Engineer

Chicago, IL · On-site +1

Level up your teammates' technical design and Ruby on Rails skillset * Contribute to architecture design and code reviews for all key application functional components * Provide critical thinking ...

Snapsheet

Senior Software Engineer

Chicago, IL · On-site +1

$135K - $165K/yr

Prior experience using Ruby on Rails a plus * Eagerness to learn from and work with a collaborative team * Commitment to quality and passion for technology and creating cutting-edge solutions

Snapsheet

Senior Software Engineer

Chicago, IL · Remote

Prior experience using Ruby on Rails a plus * Eagerness to learn from and work with a collaborative team * Commitment to quality and passion for technology and creating cutting-edge solutions

Dunkin

Multi-Unit Manager

Chicago, IL · On-site

$71.10K - $71.60K/yr

Uses systems identified in ROR (Red Book, line bar, guest counts, throwaways, DT timers) to drive long-term results. * Implements plans that measure and build sales and transactions. * Ensures ...

Baskin Robbins

Multi-Unit Manager

Chicago, IL

$71.10K - $71.70K/yr

Uses systems identified in ROR (Red Book, line bar, guest counts, throwaways, DT timers) to drive long-term results. * Implements plans that measure and build sales and transactions. * Ensures ...

Dunkin

Multi-Unit Manager

Chicago, IL · On-site

$71.20K - $71.70K/yr

Uses systems identified in ROR (Red Book, line bar, guest counts, throwaways, DT timers) to drive long-term results. * Implements plans that measure and build sales and transactions. * Ensures ...

Baskin Robbins

Multi-Unit Manager

Chicago, IL

$71.10K - $71.70K/yr

Uses systems identified in ROR (Red Book, line bar, guest counts, throwaways, DT timers) to drive long-term results. * Implements plans that measure and build sales and transactions. * Ensures ...

Baskin Robbins

Multi-Unit Manager

Chicago, IL

$71.10K - $71.60K/yr

Uses systems identified in ROR (Red Book, line bar, guest counts, throwaways, DT timers) to drive long-term results. * Implements plans that measure and build sales and transactions. * Ensures ...

Dunkin

Multi-Unit Manager

Chicago, IL

$71.10K - $71.70K/yr

Uses systems identified in ROR (Red Book, line bar, guest counts, throwaways, DT timers) to drive long-term results. * Implements plans that measure and build sales and transactions. * Ensures ...

Dunkin

Multi-Unit Manager

Chicago, IL · On-site

$71.10K - $71.70K/yr

Uses systems identified in ROR (Red Book, line bar, guest counts, throwaways, DT timers) to drive long-term results. * Implements plans that measure and build sales and transactions. * Ensures ...

Baskin Robbins

Multi-Unit Manager

Chicago, IL

$71.10K - $71.70K/yr

Uses systems identified in ROR (Red Book, line bar, guest counts, throwaways, DT timers) to drive long-term results. * Implements plans that measure and build sales and transactions. * Ensures ...

Dunkin

Multi-Unit Manager

Chicago, IL · On-site

$71.10K - $71.60K/yr

Uses systems identified in ROR (Red Book, line bar, guest counts, throwaways, DT timers) to drive long-term results. * Implements plans that measure and build sales and transactions. * Ensures ...

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All JobsRuby On Rails Contract JobsRuby On Rails Contract Jobs in Chicago, IL

Ruby On Rails Contract information

See Chicago, IL salary details

$26.3K

$125.8K

$176.7K

How much do ruby on rails contract jobs pay per year?

As of May 29, 2026, the average yearly pay for ruby on rails contract in Chicago, IL is $125,795.00, according to ZipRecruiter salary data. Most workers in this role earn between $105,600.00 and $144,700.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Ruby on Rails Contractor, and why are they important?

To thrive as a Ruby on Rails Contractor, you need strong proficiency in Ruby, Rails framework, web development fundamentals, and experience with relational databases, typically demonstrated through a portfolio or relevant work history. Familiarity with version control systems like Git, cloud platforms (e.g., AWS or Heroku), and testing frameworks such as RSpec is often required. Excellent problem-solving skills, effective communication, and the ability to work independently are standout soft skills for this role. These skills and qualities are crucial to deliver high-quality, scalable solutions on time while collaborating remotely with clients or teams.

What are some common challenges faced by Ruby on Rails contractors when joining new projects, and how can they be addressed?

Ruby on Rails contractors often face the challenge of quickly ramping up on existing codebases, which may have varying coding standards or lack comprehensive documentation. To address this, it's helpful to allocate initial time for codebase exploration and to communicate proactively with the team about architectural decisions and project expectations. Collaborating closely with in-house developers and participating in regular stand-ups or code reviews can also smooth the transition and ensure alignment with project goals.

What is a Ruby on Rails contract developer?

A Ruby on Rails contract developer is a software engineer who is hired on a temporary or project basis to build, maintain, or enhance web applications using the Ruby on Rails framework. They typically work as independent contractors or through consulting agencies, rather than as full-time employees. Their responsibilities often include writing clean code, testing features, fixing bugs, and collaborating with other team members to deliver high-quality software solutions. Contract positions can range from short-term projects to ongoing support roles, offering flexibility for both the developer and the hiring company.

What is the difference between Ruby On Rails Contract vs Ruby On Rails Developer?

AspectRuby On Rails ContractRuby On Rails Developer
Work TypeTemporary, project-basedFull-time or part-time employment
DurationFixed-term, often project-specificOngoing employment
CredentialsSame as developer, typically requiring experience in RailsSame as contract roles, often requiring similar skills
Work EnvironmentRemote or on-site, freelance or agency-basedCompany office or remote
Employer UsageClients, agencies, or companies hiring for specific projectsCompanies hiring for long-term roles

In summary, Ruby On Rails Contract roles are temporary, project-focused positions suitable for freelancers or agencies, while Ruby On Rails Developer roles are typically permanent positions within companies. Both require similar skills and credentials but differ mainly in duration and employment structure.

What are the most commonly searched types of Ruby On Rails jobs in Chicago, IL? The most popular types of Ruby On Rails jobs in Chicago, IL are:
What are popular job titles related to Ruby On Rails Contract jobs in Chicago, IL? For Ruby On Rails Contract jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Ruby On Rails Contract jobs in Chicago, IL look for? The top searched job categories for Ruby On Rails Contract jobs in Chicago, IL are:
Ruby On Rails Contract jobs near you
Infographic showing various Ruby On Rails Contract job openings in Chicago, IL as of May 2026, with employment types broken down into 2% Locum Tenens, 64% Full Time, 6% Part Time, 26% Contract, and 2% Nights. Highlights an 98% Physical, and 2% Remote job distribution, with an average salary of $125,795 per year, or $60.5 per hour.
Director, Software Technology Delivery

Director, Software Technology Delivery

Ryan Specialty

Chicago, IL

$140K - $175K/yr

Full-time

PTO

Posted 17 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.

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