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Flexible Remote Software Engineer Jobs in Chicago, IL

NinjaHoldings

Software Engineer

Chicago, IL · On-site +1

$100K - $150K/yr

Job Summary The Software Engineer will be responsible for building new systems, enhancing and ... Flexible, remote work * Fun, fast-paced work environment * Dynamic start-up culture * Ability to ...

NinjaHoldings

Software Engineer

Chicago, IL · On-site +1

$100K - $150K/yr

Job Summary The Software Engineer will be responsible for building new systems, enhancing and ... Flexible, remote work * Fun, fast-paced work environment * Dynamic start-up culture * Ability to ...

Turnblock.io

Software Engineer Remote (Web3)

Chicago, IL · Remote

$200K - $250K/yr

Software Engineer Opportunity Our client is on crypto's cutting-edge technology, and we're looking ... match, flexible PTO, and remote work. We built a highly skilled team of business and engineering ...

BAI

Software Engineer

Chicago, IL · On-site +1

$75K - $95K/yr

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

Jorie AI

Software Engineer

Oak Brook, IL · Remote

Remote opportunities Growth advancement opportunities Flexible work environment (Work-life Balance) Collaborative and friendly company culture Great Benefits: 401(k) matching up to 4% Medical Dental ...

Jorie AI

Software Engineer

Oak Brook, IL · Remote

Remote opportunities Growth advancement opportunities Flexible work environment (Work-life Balance) Collaborative and friendly company culture Great Benefits: 401(k) matching up to 4% Medical Dental ...

Jorie AI

Software Engineer

Oak Brook, IL · Remote

Remote opportunities Growth advancement opportunities Flexible work environment (Work-life Balance) Collaborative and friendly company culture Great Benefits: 401(k) matching up to 4% Medical Dental ...

ampliFI Loyalty Solutions

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 ...

Prelim

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 ...

Old Mission

C++ Software Engineer

Chicago, IL · On-site +1

$175K - $300K/yr

About the Position Old Mission Capital LLC, is looking to add several C++ Software Engineers to ... Commuter and Flexible Spending Programs * In office M-F with 10 remote days per year Base Salary ...

Morningstar

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 ... of software engineering experience in Lead, Principal, Senior, Associate Software Engineer ...

BAI

Advanced Software Engineer

Chicago, IL · On-site +1

$85K - $115K/yr

Advanced Software Engineer Chicago, IL Reports To: Director, Product Development & Operations BAI ... flexible paid time off, hybrid and remote working models, tuition assistance and the ability to ...

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Flexible Remote Software Engineer information

See Chicago, IL salary details

$65.4K

$152K

$211.7K

How much do flexible remote software engineer jobs pay per year?

As of Aug 13, 2026, the average yearly pay for flexible 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 the most commonly searched types of Remote Software Engineer jobs in Chicago, IL? The most popular types of Remote Software Engineer jobs in Chicago, IL are:
Flexible Remote Software Engineer jobs near you
Infographic showing various Flexible Remote Software Engineer job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 29% Part Time, and 3% Contract. Highlights an 86% Physical, 1% Hybrid, and 13% Remote job distribution, with an average salary of $151,971 per year, or $73.1 per hour.

Software Engineer

NinjaHoldings

Chicago, IL • On-site, Remote

$100K - $150K/yr

Full-time

Re-posted 24 days ago

Job description

NinjaHoldings was founded in 2017 by a team seeking to revolutionize the way everyday Americans interact with financial services. Through our CreditNinja and NinjaCard brands, we empower people overlooked by traditional financial institutions to take control of their finances via a full suite of digital banking and lending products, providing incentives and rewards along the way as we guide them on a path to financial improvement. Through our NinjaEdge brand, we help companies better understand their customers by offering a package of bespoke underwriting, fraud detection, and analytics services. With offices in Chicago, Miami, and around the world through the power of remote work, we are a lean and innovative team always seeking like-minded talent to join us in our fight to disrupt consumer finance.
Job Summary
The Software Engineer will be responsible for building new systems, enhancing and refactoring existing systems, integrating with external systems, and performance projects. This person will work with the existing team of developers, QA and Product Managers to design and implement features, have input on roadmaps and bring prior experience to ensure a world class product. You will work closely with your technical lead to shape the overall Engineering vision and roadmap.
This person has built systems from the ground up and had to deal with bad design assumptions and scaling issues. The right candidate has developed good design instincts through a mix of seeing 'what not to do' as well as being a 'student' of good design.
You'll be part of a team that works in one of the following areas.
  • Customer Communication - how we communicate with our customers & potential customers. I.e. email, sms, snail mail
  • Identity - managing customer and potential customer information
  • Decisions - Decision systems for bidding on marketing leads and automatically making underwriting decisions.
  • Portfolio Management - Systems responsible for managing the life cycle of our lending and banking products such as integrations to external payment processing systems

Key Responsibilities:
  • Design, develop or modify software and/or software systems and also taking the service architecture into consideration
  • Analyze user needs to determine how software should be built or if existing software should be modified
  • Translate business requirements and specifications into usable and scalable software
  • Lead design and code reviews
  • Participate in discussions about the team's future vision and strategy

Ideal Candidate Will Have:
  • 3+ years of professional experience as a backend software engineer for non-trivial web applications
  • 3+ years of Ruby on Rails, bonus point for Hotwire Turbo/Stimulus + Tailwind experience
  • Thinks critically about work to guarantee business functionality. Understands and takes into account business goals into their technical decisions
  • Can break down large initiatives into incrementally implementable deliverables
  • Strong communication ability to describe complex problems and solutions
  • Able to work across teams to tackle complex issues
  • Extensive experience with data model design for relational databases

Additional Pluses:
  • Extensive experience using SQL to investigate non-trivial issues or to create complex reporting
  • Strong experience on the Frontend or the infrastructure (DevOps)
  • Prior FinTech experience

Benefits:
  • Competitive salary and benefits package
  • Flexible, remote work
  • Fun, fast-paced work environment
  • Dynamic start-up culture
  • Ability to make an immediate impact in a growth stage company
  • Convenient downtown Chicago office located in the heart of the city
  • Equal opportunity employer

IMPORTANT NOTICE:
Please carefully review communications to ensure that they are from the official Breezy applicant tracking platform (@ninjaholdings.breezy-mail.com) or an official NinjaHoldings brand email: @ninjaholdings.com, @creditninja.com, @ninjacard.com, or @edgescore.com. If you have been contacted regarding a job opening at NinjaHoldings from any other email address, including similar email variations, this is NOT a trusted source. We recommend that you refrain from responding to suspicious emails and file a complaint with the FBI's Internet Crime Compliant Center (IC3) at https://www.ic3.gov. For questions or to confirm the authenticity of a communication, please email hr @ ninjaholdings.com.

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