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Educational Software Remote Jobs in Chicago, IL (NOW HIRING)

Inspira Financial

Software Engineer II (Remote)

Oak Brook, IL · On-site +1

$98K - $134K/yr

Other duties as assigned Education & Experience: * 2+ years of experience in software engineering or support engineering roles * Strong analytical and problem-solving skills * Practical AI experience ...

BAI

Advanced Software Engineer

Chicago, IL · On-site +1

$85K - $115K/yr

Compensation offered will be determined by factors such as skills, experience, education, job ... off, hybrid and remote working models, tuition assistance and the ability to work in a ...

Morningstar

Senior Software Engineer

Chicago, IL · On-site +1

$153K/yr

Remote work requests will be considered consistent with company's remote work policy. Job ... Will accept any suitable combination of education, training, and experience. Must possess ...

Morningstar, Inc.

Senior Software Engineer

Chicago, IL · On-site +1

$153K/yr

Remote work requests will be considered consistent with company's remote work policy. Job ... Will accept any suitable combination of education, training, and experience. Must possess ...

Resource Innovations

Senior Software Engineer

Chicago, IL · Remote

$125K - $165K/yr

This is remote position requiring occasional in-person office meetings for candidates residing in ... education and experience * Bachelor's degree in computer science or related discipline * Proven ...

Resource Innovations

Senior Software Engineer

Chicago, IL · On-site +1

$126K - $166K/yr

This is remote position requiring occasional in-person office meetings for candidates residing in ... education and experience * Bachelor's degree in computer science or related discipline * Proven ...

ZipRecruiter

Software Engineering Manager

Chicago, IL · Remote

$140K - $227K/yr

Employer-matched 401(k) plan #LI-Remote The US base salary range for this full-time position is ... education or training, and additional role-related considerations. Depending on the position ...

CVS Health

Staff Software Engineer (myPBM)

Buffalo Grove, IL · On-site +1

$118K - $260K/yr

This role requires someone to work a hybrid (remote + office) schedule from one of our technical ... Education Bachelor's degree, or equivalent experience Pay Range The typical pay range for this role ...

ZipRecruiter

Software Engineering Manager

Chicago, IL · Remote

$140K - $227K/yr

Employer-matched 401(k) plan #LI-Remote The US base salary range for this full-time position is ... education or training, and additional role-related considerations. Depending on the position ...

Grainger Businesses

Lead Software Engineer

Lake Forest, IL · On-site +1

$124K - $207K/yr

Remote Req Number 329896 About Grainger W.W. Grainger, Inc., is a leading broad line distributor ... counseling, education, and tools. * Maternity support programs, nursing benefits, and up to 14 ...

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Showing results 21-40

All JobsEducational Software JobsEducational Software Remote JobsEducational Software Remote Jobs in Chicago, IL

Educational Software Remote information

See Chicago, IL salary details

$49.4K

$115.2K

$171K

How much do educational software remote jobs pay per year?

As of Aug 21, 2026, the average yearly pay for educational software remote in Chicago, IL is $115,217.00, according to ZipRecruiter salary data. Most workers in this role earn between $92,700.00 and $133,900.00 per year, depending on experience, location, and employer.

What is an educational software remote job?

An Educational Software Remote job typically involves working from home or any location outside of a traditional office to design, develop, support, or manage software used in educational settings. Employees in these roles may create e-learning platforms, provide technical support, or assist educators and students in using digital tools. These positions are in high demand as more schools and institutions adopt online learning technologies. Remote educational software professionals often collaborate with teams online and require strong communication, technical, and problem-solving skills.

How do educational software remote employees typically collaborate with educators and product teams while working from home?

Remote employees in educational software often use a variety of digital collaboration tools such as video conferencing, project management platforms, and instant messaging to stay connected with educators and product development teams. Regular virtual meetings and feedback sessions help ensure that user needs and product goals are aligned. Clear communication and proactive reporting are key, as remote team members may be working across different time zones and schedules. Building strong relationships virtually and maintaining a responsive workflow are essential for success in this role.

What are the key skills and qualifications needed to thrive as an educational software remote specialist, and why are they important?

To thrive as an Educational Software Remote Specialist, you need a solid understanding of educational technology, instructional design, and experience in remote learning environments, often supported by a relevant degree or teaching certification. Familiarity with Learning Management Systems (LMS), digital collaboration tools, and troubleshooting common software issues is typically required. Strong communication, problem-solving, and self-motivation are essential soft skills for effectively supporting users and adapting to remote work dynamics. These skills ensure seamless learning experiences, technical support, and user satisfaction in virtual educational settings.

What educational software remote jobs can you do remotely?

Educational software remote jobs include roles such as instructional designers, e-learning developers, curriculum specialists, and technical support staff. These positions often require skills in software tools like Learning Management Systems (LMS), content creation, and sometimes certifications in education or technology, and they typically offer flexible schedules for remote work.

What are the most commonly searched types of Educational Software jobs in Chicago, IL?

The most popular types of Educational Software jobs in Chicago, IL are:

What are popular job titles related to Educational Software Remote jobs in Chicago, IL?

For Educational Software Remote jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Educational Software Remote jobs in Chicago, IL look for?

The top searched job categories for Educational Software Remote jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Educational Software Remote jobs?

Cities near Chicago, IL with the most Educational Software Remote job openings:

Educational Software Remote jobs near you

Software Engineer II (Remote)

Inspira Financial

Oak Brook, IL • On-site, Remote

$98K - $134K/yr

Full-time

Re-posted 19 days ago

Inspira Financial rating

7.8

Company rating: 7.8 out of 10

Based on 22 frontline employees who took The Breakroom Quiz

Job description

Software Engineer II willplay a critical role in ensuring the reliability and efficiency of our systems, which in turn drives customer delight. The Support Engineer role will help Inspira maintain operational excellence.
This role is an excellent opportunity for someone looking to gain hands-on technical experience while working across multiple teams, and will be at the intersection of engineering, operations, and customer success, helping to diagnose issues, triage requests, execute data corrections, and ensure our systems run smoothly.
This role supports critical health benefits infrastructure such as HSA administration, banking integrations, and regulatory compliance. Support Software Engineer II work directly with production data involving real money movement, tax reporting, and multi-bank operations.
  • Duties & Responsibilities:

o Support Engineering and Operations
  • Ability to independently handle escalations end-to-end without manager intervention
  • Demonstrated judgement on when to escalate vs. resolve, especially around money movement and compliance-sensitive issues
  • Track record of identifying recurring support patterns and proposing systemic improvements
  • Coach and mentor less experienced teammates on troubleshooting approaches and best practices
  • Respond to internal support requests from various teams and assist in troubleshooting and fixing technical issues such as executing data corrections, processing trustee-to-trustee transfers and settlements, and overseeing money movement and remediation efforts
  • Identify and route unresolved issues to the appropriate engineering or product teams for further action
  • Leverage AI as a tool, not a replacement - Candidates are expected to understand that AI is a power productivity multiplier while maintaining engineering judgment, and ensuring AI generated code meets quality standards

o System Monitoring and Incident Triage
  • Monitor operational dashboards, error logs, and alerting systems to ensure system health and performance and address ongoing technical issues
  • Identify and escalate any anomalies or critical system alerts that require immediate attention
  • Monitor error reports, and logs and operational dashboards to help diagnose and address ongoing technical issues
  • Ensure that critical alerts and operational failures are addressed by the relevant teams

o Cross-Team Collaboration and Learning
  • Act as a liaison between engineering support and delivery teams, translating support trends into actionable requirements
  • Ownership of runbook creation and maintenance, not just consumption
  • Contribute to incident postmortems and driving follow-up action items
  • Partner with engineering, product, treasury and operations teams to refine internal troubleshooting processes
  • Continuously develop a deeper understanding of internal systems and tools such as HSA regulations, banking integrations, and investments
  • Document troubleshooting procedures findings and contribute to knowledge-sharing efforts
  • Identify patterns in support requests that could inform product or engineering improvements
  • Actively participate in team discussions and process improvements
    • Other duties as assigned

Education & Experience:
  • 2+ years of experience in software engineering or support engineering roles
  • Strong analytical and problem-solving skills
  • Practical AI experience required - Comfortable using tools such as Claude Code, GitHub Copilot, ChatGPT for prototyping, debugging, and problem-solving
  • Bachelor's degree in computer science or equivalent experience

Technical Proficiency and Skills:
Required Skills:
Working understanding of
  • js
  • TypeScript and React
  • Git Version Control System
  • Database (e.g. Postgres SQL)
  • Cloud Platform (e.g. GCP)
  • Excellent communication and teamwork skills
  • Great attention to detail and organizational skills
  • Willingness to learn and adapt in a fast-paced environment

Preferred Skills:
  • Familiarity with observability tools (Data Dog or similar)
  • Understanding of GraphQL
  • Experience with writing and maintaining technical documentation
  • Experience with banking/payment APIs such as Plaid (or similar)
  • Experience with Google BigQuery or similar data warehousing tool
  • Strong sense of ownership and follow-through
  • Prior experience in a customer support or technical troubleshooting role

Other Requirements:
  • Infrequent travel (10%)
  • Ability to occasionally work overtime or after hours
  • Prolonged periods of sitting at a desk and working on a computer

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