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Flex Schedule Remote Software Engineer Jobs in Chicago, IL

Principal Software Engineer

Chicago, IL · On-site +1

$117K - $123K/yr

Remote work requests will be considered consistent with company's remote work policy. Job ... Annual Flex Stipend - $1000 annually to cover personal education & well-being expenses * Tuition ...

Remote work requests will be considered consistent with company's remote work policy. Job ... Annual Flex Stipend - $1000 annually to cover personal education & well-being expenses * Tuition ...

AI Software Engineer

Lake Forest, IL · On-site +1

$103K - $172K/yr

USA Benefits include: Flex work hours, 20 days PTO rising to 25 with service, three paid ... remote. The working arrangement for this position will be confirmed during the hiring process.

Software Engineer Opportunity Our client is on crypto's cutting-edge technology, and we're looking for the right engineers to join them. This is a remote position for any US-based candidate. Our ...

Software Engineer

Chicago, IL · On-site +1

$75K - $95K/yr

Software Engineer Reports To: Manager, Software Engineering BAI and RMA have come together as ... off, hybrid and remote working models, tuition assistance and the ability to work in a ...

Software Engineer

Naperville, IL · On-site +1

$130K - $132K/yr

Software Engineer for AmpliFI Loyalty Solutions, Naperville, IL. Define the long-term architectural ... remote work is not an option for tax reasons: AL, AK, AR, CA, CT, DE, HI, ID, IA, KS, KY, LA, ME ...

Software Engineer

Naperville, IL · On-site +1

$132K - $147K/yr

Software Engineer for AmpliFI Loyalty Solutions, Naperville, IL. Define the long-term architectural ... remote work is not an option for tax reasons: AL, AK, AR, CA, CT, DE, HI, ID, IA, KS, KY, LA, ME ...

With offices in Chicago, Miami, and around the world through the power of remote work, we are a ... Job Summary The Software Engineer will be responsible for building new systems, enhancing and ...

Software Engineer

Chicago, IL · On-site +1

$100K - $150K/yr

With offices in Chicago, Miami, and around the world through the power of remote work, we are a ... Job Summary The Software Engineer will be responsible for building new systems, enhancing and ...

Software Engineer

Chicago, IL · On-site +1

$100K - $150K/yr

With offices in Chicago, Miami, and around the world through the power of remote work, we are a ... Job Summary The Software Engineer will be responsible for building new systems, enhancing and ...

Software Engineer, Product

Chicago, IL · Remote

$140K - $160K/yr

If you're passionate about solving massive-scale engineering challenges and eager to be part of a fast-paced remote startup culture, we encourage you to apply to join our team today! As a Software ...

We are currently not considering remote or relocation options. Sponsorship: This role does not ... The Position Our Software Engineer collaborates with other members of the engineering team to ...

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Showing results 1-20

Flex Schedule Remote Software Engineer information

See Chicago, IL salary details

$65.4K

$152K

$211.7K

How much do flex schedule remote software engineer jobs pay per year?

As of Aug 7, 2026, the average yearly pay for flex schedule remote software engineer in Chicago, IL is $151,971.00, according to ZipRecruiter salary data. Most workers in this role earn between $123,600.00 and $178,200.00 per year, depending on experience, location, and employer.
What are popular job titles related to Flex Schedule Remote Software Engineer jobs in Chicago, IL? For Flex Schedule Remote Software Engineer jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Flex Schedule Remote Software Engineer jobs in Chicago, IL look for? The top searched job categories for Flex Schedule Remote Software Engineer jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Flex Schedule Remote Software Engineer jobs? Cities near Chicago, IL with the most Flex Schedule Remote Software Engineer job openings:
Infographic showing various Flex Schedule Remote Software Engineer job openings in Chicago, IL as of August 2026, with employment types broken down into 67% Full Time, and 33% Contract. Highlights an 100% Remote job distribution, with an average salary of $151,971 per year, or $73.1 per hour.

Principal Software Engineer

Morningstar

Chicago, IL • On-site, Remote

$117K - $123K/yr

Full-time

Medical, Dental, Life, Retirement

Posted 20 days ago


MorningStar Senior Living rating

6.7

Company rating: 6.7 out of 10

Based on 30 frontline employees who took The Breakroom Quiz

63rd of 239 rated social care providers


Job description

Architect and lead the development of scalable AI and cloud-native Agentic solutions using OpenAI, Azure, and AWS to enhance financial data acquisition and automation capabilities; spearhead the design and implementation of AI-powered transcription platforms, driving significant improvements in speed and efficiency (10%). Design, code, debug, maintain, and upgrade high-performance software systems, ensuring system performance, reliability, and maintainability (10%). Provide technical leadership across multiple engineering teams, guiding day-to-day development activities and architectural decision-making (10%). Lead cross-functional collaboration with Application Architects, Systems Engineers, DevOps/SRE, and business stakeholders to ensure alignment between technical solutions and business objectives (10%). Advocate and enforce global best practices for product performance, reliability, scalability, security, and code reusability (5%). Conduct architectural design and system planning, ensuring scalable solutions that balance technical excellence with financial sector business needs (20%). Enforce coding standards and software engineering best practices for applications across development teams (10%). Lead DevOps efforts with Docker, Kubernetes, and AWS Fargate; implemented CI/CD pipelines with SonarQube and automated infrastructure deployments (10%). Make strategic infrastructure decisions, monitor operational costs, and implement optimizations to reduce spend and improve system efficiency (10%). Attend team meetings to facilitate brainstorming, problem-solving, and project updates, fostering a culture of innovation and technical rigor (5%). ***Remote work requests will be considered consistent with company's remote work policy.

Job Requirements:

This position requires a Bachelor's degree in Computer Science, Computer Engineering, Information Technology, or a technology-related filed or foreign equivalent and 8 years of software engineering experience in Lead, Principal, Senior, Associate Software Engineer, Developer, or related position; or a Master's degree in Computer Science, Computer Engineering, Information Technology, or a technology-related filed or foreign equivalent and 6 years of software engineering experience in Lead, Principal, Senior, Associate Software Engineer, Developer, or related position.

This position also requires 5 years of experience in designing scalable AI and cloud-native solutions using AWS, Azure OpenAI or similar Cloud platforms; 5 years of experience developing commercial quality software products and solutions particularly focused on distributed and real-time systems; 5 years of experience with a variety of technology components and stacks, including Python and Java; 5 years of experience with performance, reliability, scalability, security, and reusability tactics and strategies; 5 years of experience defining, refining, and maintaining application architectures for sophisticated end-user software products; 5 years of experience with troubleshooting and debugging skills; 3 years of experience mentoring and leading engineering teams; 3 years of experience in machine learning, including model development and deployment in production environments; 3 years of experience building and delivering proof-of-concepts (POCs) to validate technical solutions; 3 years of experience with AWS cloud platforms and SaaS architectures; 3 years of experience DevOps, implementing CI/CD pipelines, containerizing using Docker and orchestration using Kubernetes/AWS Fargate; 3 years of experience in agile development practices including scrum and scaled agile. *Will accept any suitable combination of education, training, and experience.

Must possess unrestricted right to work in the U.S. in this position

Base Salary Compensation: $117,957 - $123,010 per year

Compensation and Benefits

At Morningstar we believe people are at their best when they are at their healthiest. That's why we champion your wellness through a wide range of programs that support all stages of your personal and professional life. Here are some examples of the offerings we provide:

  • Financial Health

    • 100% 401k match up to 6% of salary

    • Stock Ownership Potential

    • Company provided life insurance - 1x salary + commission

  • Physical Health

    • Comprehensive health benefits(medical/dental/vision)including potential premium discounts and company-provided HSA contributions (up to $500-$2,000 annually) for specific plansand coverages

    • Additional medical Wellness Incentives - up to $300-$600 annual

    • Company-provided long- and short-termdisabilityinsurance

  • Emotional Health

    • Trust-Based Time Off

    • 6-week Paid Sabbatical Program

    • 6-Week Paid Family Caregiving Leave

    • Competitive 8-24 Week Paid Parental Leave

    • Adoption Assistance

    • Leadership Coaching & FormalMentorshipOpportunities

    • Annual Flex Stipend - $1000 annually to cover personal education & well-being expenses

    • Tuition Reimbursement

  • Social Health

    • Charitable Matching Gifts program

    • Dollars for Doers volunteer program

    • Paid volunteering days

    • 15+ Employee Resource & Affinity Groups

Morningstar's hybrid work environment gives you the opportunity to collaborate in-person each week as we've found that we're at our best when we're purposely together on a regular basis. In most of our locations, our hybrid work model is four days in-office each week. A range of other benefits are also available to enhance flexibility as needs change. No matter where you are, you'll have tools and resources to engage meaningfully with your global colleagues.

001_MstarInc Morningstar Inc. Legal Entity

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