Remote Jobs in Chicago, IL

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Looking for Remote jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Remote position in the Chicago, IL area.

Senior Cloud Technical Architect

Company: CNA

Location: Chicago, IL

Posted May 20, 2023

CNA is seeking a highly motivated and experienced Enterprise Architect for their Data Portfolio, focusing on guiding the company's path into the cloud. The role involves creating the architecture vision, supporting implementation, and acting as a servant leader to empower System Architects and teams. The ideal candidate should have strategic and innovative leadership skills, excellent communication abilities, and experience with SAFe methodology, Google Cloud, and data engineering. A degree in Business Information Systems, Computer Science, or equivalent experience is required, along with at least nine years of diverse work experience in technology, including experience with business analysis and solution implementation.

System Engineer

Company: Wipro Limited

Location: Chicago, IL

Posted May 22, 2023

Wipro is seeking a System Engineer with experience in mobile equipment and software problem determination and resolution. The Field Support Engineer role involves installing, configuring, and troubleshooting network infrastructure hardware and software, as well as providing client-facing support for desktop equipment and services.

ECO Engagement Specialist (Remote)

Company: Advocate Aurora Health

Location: Chicago, IL

Posted May 21, 2023

The job description outlines a full-time position in the Engagement Center Operations (ECO) department of Advocate Aurora Health. The role involves providing training, developing policies, and assisting with staff development. It also includes new employee orientation, skill enhancement, and employee morale. The position requires communicating with customers, troubleshooting technical issues, and providing referrals to physicians. The role involves various administrative tasks, working with other departments, and vendors. The job requires knowledge of customer service, call tracking systems, medical terminology, and computer software. The position involves working in a fast-paced environment, handling diverse customer needs, and providing excellent customer service.

Senior Business Intelligence Engineer (Remote)

Company: Enova

Location: Chicago, IL

Posted May 22, 2023

None Found

Remote- Marketing Automation, Sr. Specialist

Company: Stericycle

Location: Chicago, IL

Posted May 22, 2023

None Found

IT Software Engineer II, Data Products

Company: American Medical Association

Location: Chicago, IL

Posted May 21, 2023

The American Medical Association (AMA) is seeking a remote IT Software Engineer, Data Products for their Software Strategy and Development team. The role involves analyzing, designing, developing, and unit testing software solutions for business problems. The AMA is committed to increasing diversity, professional development, and social responsibility. The ideal candidate should have 3+ years of software development experience, understanding of internet/intranet technology, and familiarity with the systems development life cycle. Additional technical skills include NoSQL database technology, collaboration tools, version control software, and agile-based methodologies. The pay range for this position is $80k-$109k.

Associate Director, Business Systems Analysis (Remote eligible)

Company: Mathematica

Location: Chicago, IL

Posted May 22, 2023

Mathematica is seeking an experienced professional to lead the business analysis function within the Systems & Technology team in the Human Services division. The role involves developing and implementing the business analysis strategy, managing a team of analysts, and ensuring the delivery of client projects on time and within budget. The ideal candidate should have a Bachelor's degree in IT/MIS, 8-10 years of experience in business systems analysis, and 3+ years of supervisory/management experience. Strong communication skills, project management knowledge, and familiarity with federal security regulations are required. The position offers a competitive salary range of $100,000 - $135,000 and is eligible for a discretionary bonus. Mathematica is committed to diversity, equity, and inclusion.

Business Development Representative

Company: Adage Technologies

Location: Chicago, IL

Posted May 20, 2023

Adage Business Development Representative role offers a strategic, data-driven approach to sales, with opportunities for growth and development. The company values collaboration, innovation, and work-life balance. Benefits include flexible schedules, remote work options, and excellent employer-paid benefits.

IT Procurement Director (hybrid)

Company: Argo Group

Location: Chicago, IL

Posted May 22, 2023

Argo Group is a leader in specialty insurance with a vibrant culture that values respect, equality, wellness, and opportunity. They are an innovative organization that is flexible and agile, with a focus on creating a comfortable, respectful, and equal workplace. The company encourages diversity and design thinking, promotes collaborative service delivery, and values authentic recognition of excellence. They offer a comprehensive line of high-quality products and services, competitive compensation and profit sharing, flexible workplace policies, comprehensive health and wellness options, and a generous paid time off package. Argo Group also encourages career mobility, continuing education, and community outreach.

Corporate Counsel (Hybrid)

Company: Enova

Location: Chicago, IL

Posted May 21, 2023

The text is a job description for a Corporate Counsel position at Enova International. The role involves advising marketing teams, handling legal compliance, interpreting laws and regulations, and counseling business partners on legal and compliance risks. The candidate must have a J.D. from an accredited law school, admittance in good standing with at least one state bar, and experience analyzing laws and regulations. The company offers benefits and perks such as flexible work schedule, health insurance, 401(k) matching, PTO, and more. Enova International is a leading financial technology company that provides online financial services through their AI and machine learning-powered Colossus platform.

Senior FinPro Claims Analyst

Company: Argo Group

Location: Chicago, IL

Posted May 22, 2023

Argo Group is a leader in specialty insurance with a vibrant culture that values respect, equality, wellness, and opportunity. They offer high-quality Commercial Property and Casualty (P&C) insurance products and services tailored to the needs of businesses and public entities. The company is looking for a Senior Claims Analyst to work on Directors and Officers, Financial Institutions, Securities and Employment Litigation, and Employment Practices Liability claims. The role requires solving difficult problems, reporting on claims trends and developments, investigating claims, managing claims in litigation, and applying creative solutions to achieve the best financial outcome. The ideal candidate should have good business acumen, advanced knowledge of construction defect claims, a minimum of five years of experience adjudicating management and professional liability claims, a bachelor's degree from an accredited university, and a JD. The company offers a flat organizational structure, a collaborative work environment, and a work-life balance. They also offer competitive compensation, comprehensive health benefits, and professional development opportunities.

Lead Machine Learning Engineer

Company: Rocket Travel

Location: Chicago, IL

Posted May 21, 2023

Rocket Travel is seeking a Lead Machine Learning Engineer to build scalable end-to-end data science solutions for their data products. The role involves working with data engineers, data scientists, and application developers to build and deploy machine learning and deep learning models. The team is intrinsically motivated, values curiosity, community, and accountability, and offers an annual vacation stipend. The company, a part of Booking Holdings, has seen surging demand and offers a hybrid work environment. The Lead Machine Learning Engineer will own the MLOps life-cycle, establish technical requirements, build and operate machine learning pipelines, and lead the technical design, development, and implementation of machine learning applications.

Frequently Asked Questions

What are typical salary ranges by seniority for remote tech roles?
Junior (0–2 years): $60k–$90k; Mid‑level (2–5 years): $90k–$140k; Senior (5–10 years): $140k–$200k; Lead/Principal: $200k–$250k. Remote companies often add a cost‑of‑living adjustment of 5–15% for higher‑cost regions.
What skills and certifications are most valuable for remote tech positions?
Technical skills: AWS Certified Solutions Architect, Google Cloud Professional Data Engineer, Kubernetes Administrator, Terraform, CI/CD tooling (GitHub Actions, GitLab). Soft skills: asynchronous communication, proficiency with Slack, Confluence, Jira, and video conferencing. Certifications: Certified Scrum Master, AWS Certified Developer, Microsoft Certified: Azure Developer Associate.
Which companies guarantee full remote work for tech roles?
GitHub, Automattic, Zapier, Basecamp, InVision, and Shopify offer 100% remote positions. Many fintech and SaaS firms, such as Plaid, Stripe, and Atlassian, also provide fully remote roles with flexible hours.
How can remote professionals advance their careers?
Start with a junior role, build expertise in a high‑demand stack, then move to senior or lead by taking ownership of large projects, mentoring juniors, and contributing to open source. Remote career paths often lead to Technical Lead, Engineering Manager, or VP of Engineering positions, with clear promotion criteria based on impact, code quality, and cross‑team collaboration.
What industry trends are shaping the future of remote tech work?
The shift toward remote‑first companies continues, driving demand for collaboration tools like Figma, Miro, and Notion. AI‑powered project management and code review tools are becoming standard. Hybrid models are emerging where remote teams meet quarterly in co‑locations to maintain culture and accelerate innovation.

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