Remote Position Jobs in Chicago, IL

59,103 open positions · Updated daily

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

Risk Operations Specialist

Company: Afterpay

Location: Chicago, IL

Posted Feb 03, 2025

Cash App, a dynamic financial ecosystem, is seeking an operations professional with compliance, credit, or fraud analysis experience to join their Merchant Onboarding team. The role involves reviewing new merchants, assessing risks, and ensuring a safe, compliant, and seamless onboarding experience. The ideal candidate should have 1+ years of relevant experience, strong communication skills, and a self-starter mentality. Cash App offers competitive pay, flexible time off, and modern family planning benefits, among others, to empower employees to do their best work.

Press Operator I

Company: GANNETT

Location: Peoria, IL

Posted Feb 03, 2025

Developmental Engineer

Company:

Location: Macomb, IL

Posted Feb 03, 2025

Operations Manager

Company:

Location: Lake Forest, IL

Posted Feb 03, 2025

Experienced Site-Civil Engineer

Company: Leidos

Location: Chicago, IL

Posted Feb 03, 2025

Frequently Asked Questions

What are typical salary ranges for remote tech roles by seniority?
Junior remote developers often earn $70k–$90k annually, mid‑level roles range $90k–$120k, and senior or lead positions can command $120k–$170k, depending on technology stack, experience, and location cost adjustments.
Which skills and certifications are most valued for remote positions?
Key skills include Git, Docker, Kubernetes, AWS or Azure, Terraform, and CI/CD pipelines. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster (CSM), and Google Cloud Professional Data Engineer boost candidacy for remote roles.
Is remote work available worldwide, or are there restrictions?
Most remote listings allow applicants globally, but companies may require U.S., EU, or UK residency for payroll compliance. Some roles also demand local tax and labor law adherence, so check the job description for jurisdictional details.
What career progression paths exist within remote tech teams?
Remote developers can advance to Senior/Lead Developer, Engineering Manager, or Technical Architect. Product roles may evolve into Product Owner, Head of Product, or Chief Product Officer, while data specialists can become Data Science Lead or Chief Data Officer—all while maintaining a remote work model.
What industry trends are shaping remote tech employment?
The shift to remote-first culture is accelerating, with companies adopting asynchronous communication tools like Loom and Miro, expanding distributed team management frameworks, and investing in remote performance metrics that value output over presence.

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