Remote-First Company Jobs in Chicago, IL

67,996 open positions · Updated daily

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

Systems Engineer - Microsoft 365

Company:

Location: Deerfield, IL

Posted Feb 07, 2025

Software Developer - Java

Company:

Location: Gurnee, IL

Posted Feb 07, 2025

Shift Supervisor Trainee

Company: CVS Health

Location: Tinley Park, IL

Posted Feb 07, 2025

Physical Therapist (PT) - Home Health - PRN

Company:

Location: Springfield, IL

Posted Feb 07, 2025

Verizon Sales Consultant

Company:

Location: Skokie, IL

Posted Feb 07, 2025

Senior Software Developer - Web

Company:

Location: Gurnee, IL

Posted Feb 07, 2025

Mainframe Application Developer

Company: CVS Health

Location: Buffalo Grove, IL

Posted Feb 07, 2025

Senior Software Developer - Web

Company:

Location: Deerfield, IL

Posted Feb 07, 2025

BAKERY/LEAD CLERK

Company: Kroger

Location: Northbrook, IL

Posted Feb 07, 2025

Systems Engineer - Microsoft 365

Company:

Location: Gurnee, IL

Posted Feb 07, 2025

Frequently Asked Questions

What are typical salary ranges by seniority for Remote-First roles?
Junior Engineer: $70k‑$90k; Mid‑Level: $90k‑$120k; Senior Engineer: $120k‑$160k; Lead Engineer: $160k‑$200k; Principal Engineer: $200k‑$250k. Remote‑First companies often add a 5–10% cost‑of‑living adjustment for high‑cost regions, making these bands competitive globally.
What skills and certifications are required for Remote-First positions?
Technical: AWS Certified Solutions Architect, Google Cloud Professional Data Engineer, Terraform Associate, Docker Certified Associate, Kubernetes Administrator, React, Node.js, Python, Go. Soft: asynchronous communication, remote collaboration with Slack/Zoom, documentation in Confluence, and experience with GitHub Actions for CI/CD.
Is remote work fully available for all positions?
All listed roles are 100% remote with no on‑site requirement. Companies provide a 24‑hour coverage model, allowing team members in different time zones to overlap for core meetings and support windows.
What career progression paths exist in Remote-First companies?
Typical path: Junior → Mid → Senior → Lead → Technical Manager → VP. Promotion criteria include delivery quality, cross‑team mentorship, contribution to open‑source projects, and participation in internal learning hubs like remote‑first bootcamps.
What industry trends affect Remote-First companies today?
AI‑driven collaboration tools, outcome‑based performance metrics, distributed DevOps practices, emphasis on continuous learning, and remote‑first security frameworks (Zero Trust, VPNless access) are shaping the landscape. Companies are investing in these areas to reduce latency, increase resilience, and attract top talent.

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