Remote Jobs in Chicago, IL

21,206 open positions · Updated daily

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.

Health Technician

Company: Department of Veterans Affairs - Veterans Health Administration

Location: North Chicago, Illinois North Chicago, Illinois

Posted Jun 09, 2024

Sr. Director, H&B Services (Remote)

Company: Inspira Financial

Location: Chicago, IL

Posted Jun 08, 2024

Inspira Financial is seeking a seasoned leader with 15+ years of experience in financial or healthcare services for a Health & Benefits Service role. The ideal candidate will manage large teams, drive client engagement strategies, and elevate account holder experiences. They will also support the sales and client account management teams, resolve escalated complaints, and oversee workforce planning. Inspira Financial, recognized for its growth and workplace culture, offers health, wealth, retirement, and benefits solutions to millions of clients.

Underwriting Consultant (Commercial Middle Market)

Company: CNA

Location: Chicago, IL

Posted Jun 09, 2024

CNA offers a comprehensive benefits package, a clear vision for career growth, and a culture that values employee well-being. The company seeks to provide a competitive and comprehensive benefits package to its employees, helping them achieve their physical, financial, emotional, and social wellbeing goals.

Psychologist

Company: Department of Veterans Affairs - Veterans Health Administration

Location: North Chicago, Illinois North Chicago, Illinois

Posted Jun 09, 2024

Implementation Services Specialist

Company: Inspira Financial

Location: Chicago, IL

Posted Jun 08, 2024

Inspira Financial is seeking an Implementation Manager to join their team. The role involves managing client implementation, leading calls with clients and brokers, and serving as a liaison between various departments. The ideal candidate should have an Associate's Degree or related field experience, 3-5 years of applicable experience, and knowledge of compliance issues and IRS regulations. Proficiency in Microsoft Word, Excel, and Access is required. Inspira Financial offers health, wealth, retirement, and benefits solutions, and has been recognized for its remarkable growth and outstanding workplace culture.

Section Chief Cardiology

Company: Department of Veterans Affairs - Veterans Health Administration

Location: North Chicago, Illinois North Chicago, Illinois

Posted Jun 09, 2024

Staff Dermatologist

Company: Department of Veterans Affairs - Veterans Health Administration

Location: North Chicago, Illinois North Chicago, Illinois

Posted Jun 09, 2024

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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