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

Inspira Financial

Software Engineer II (Remote)

Oak Brook, IL · On-site +1

$98K - $134K/yr

Software Engineer II willplay a critical role in ensuring the reliability and efficiency of our ... Ability to independently handle escalations end-to-end without manager intervention * Demonstrated ...

ampliFI Loyalty Solutions

Software Engineer

Naperville, IL · On-site +1

$130K - $132K/yr

Collaborate with Product Managers to translate long-term business goals into a detailed, executable ... remote work is not an option for tax reasons: AL, AK, AR, CA, CT, DE, HI, ID, IA, KS, KY, LA, ME ...

ampliFI Loyalty Solutions

Software Engineer

Naperville, IL · On-site +1

$132K - $147K/yr

Collaborate with Product Managers to translate long-term business goals into a detailed, executable ... remote work is not an option for tax reasons: AL, AK, AR, CA, CT, DE, HI, ID, IA, KS, KY, LA, ME ...

Cullerton Group

Be Seen First

Account Manager

Chicago, IL · Remote

$100K/yr

... software sales backgrounds. Remote Candidates (Non-local candidates) This requirement is non ... Manage a healthy sales pipeline from prospecting through close * Present and demonstrate ...

ECHO

Software Engineer Manager

Lake Zurich, IL · On-site +1

$165K - $180K/yr

ECHO is seeking a hands-on Software Engineering Manager to lead a team responsible for enterprise integrations, API services, platform engineering, and full-stack application development. This role ...

Innover Global Inc

Be Seen First

Staff Software Security Engineer - cryptography

Chicago, IL · Remote

$60 - $75/hr

Remote Visa: USC only (we are not accepting any other visas at this moment)​​​​ ... Build solutions to discover, inventory, and manage cryptographic assets including keys ...

Innover Global Inc

Be Seen First

Staff Software Security Engineer - cryptography

Chicago, IL · Remote

$60 - $75/hr

Remote Visa: USC only (we are not accepting any other visas at this moment)​​​​ ... Build solutions to discover, inventory, and manage cryptographic assets including keys ...

Rise25

Product Manager (Remote)

Chicago, IL · Remote

As a remote Product Manager, you will play a pivotal role in driving our product vision, defining ... Strong understanding of the software development lifecycle and agile methodologies. * Excellent ...

Circle

Staff Software Engineer

Chicago, IL · Remote

$195K - $257K/yr

... management to ensure agreement on system principles; writing the infrastructure to deliver great ... Excellent communication skills, able to collaborate with remote teams, share ideas and present ...

Circle

Senior Software Engineer

Chicago, IL · Remote

$152K - $205K/yr

... management to ensure agreement on system principles; writing the infrastructure to deliver great ... Excellent communication skills, able to collaborate with remote teams, share ideas and present ...

BAI

Advanced Software Engineer

Chicago, IL · On-site +1

$85K - $115K/yr

Collaborate with product managers, architects, designers, and engineers to translate business ... off, hybrid and remote working models, tuition assistance and the ability to work in a ...

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Remote Software Manager information

See Chicago, IL salary details

$76.7K

$147.1K

$183.4K

How much do remote software manager jobs pay per year?

As of Aug 11, 2026, the average yearly pay for remote software manager in Chicago, IL is $147,138.00, according to ZipRecruiter salary data. Most workers in this role earn between $132,900.00 and $174,600.00 per year, depending on experience, location, and employer.

What are some common challenges faced by remote software managers, and how can they be addressed?

Remote Software Managers often encounter challenges such as coordinating across time zones, maintaining team engagement, and ensuring clear communication without in-person meetings. To address these, managers use online collaboration platforms, set up regular video check-ins, and establish clear processes and expectations for deliverables. Building trust and promoting transparency are also key to overcoming distance barriers and fostering a sense of team unity. By proactively managing these challenges, remote managers can ensure projects stay on track and teams remain highly productive.

What are the key skills and qualifications needed to thrive as a remote software manager?

To thrive as a Remote Software Manager, you need a solid background in software development, experience leading distributed teams, and a degree in computer science or a related field. Familiarity with project management tools like Jira or Trello, expertise in version control systems such as Git, and certifications like PMP or Scrum Master are often preferred. Standout soft skills include excellent virtual communication, proactive leadership, and strong problem-solving abilities. These competencies are crucial to effectively coordinate remote teams, drive projects to completion, and ensure high-quality software delivery in a virtual environment.

What is a remote software manager?

A Remote Software Manager oversees software development teams and projects while working remotely. They are responsible for managing workflows, coordinating team members, setting project goals, and ensuring deadlines are met. Effective communication, leadership, and technical expertise are key for success in this role. They often use collaboration tools to track progress and facilitate team discussions.

What are the most commonly searched types of Remote Software jobs in Chicago, IL? The most popular types of Remote Software jobs in Chicago, IL are:
What are popular job titles related to Remote Software Manager jobs in Chicago, IL? For Remote Software Manager jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Software Manager jobs in Chicago, IL look for? The top searched job categories for Remote Software Manager jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Software Manager jobs? Cities near Chicago, IL with the most Remote Software Manager job openings:
Remote Software Manager jobs near you
Infographic showing various Remote Software Manager job openings in Chicago, IL as of August 2026, with employment types broken down into 93% Full Time, 3% Temporary, and 4% Contract. Highlights an 100% Remote job distribution, with an average salary of $147,138 per year, or $70.7 per hour.

Software Engineer II (Remote)

Inspira Financial

Oak Brook, IL • On-site, Remote

$98K - $134K/yr

Full-time

Re-posted 10 days ago

Inspira Financial rating

7.6

Company rating: 7.6 out of 10

Based on 21 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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