Remote-First Company Jobs in Chicago, IL

68,010 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.

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.

Restaurant Manager - Now Hiring

Company:

Location: Carbondale, IL

Posted Feb 03, 2025

Restaurant Manager - Team Lead

Company:

Location: Rock Island, IL

Posted Feb 03, 2025

Maintenance Analyst

Company:

Location: Peoria, IL

Posted Feb 03, 2025

B2B Sales Account Executive

Company:

Location: Arlington Heights, IL

Posted Feb 03, 2025

Verizon Sales Consultant

Company:

Location: Chicago, IL

Posted Feb 03, 2025

Experienced Site-Civil Engineer

Company: Leidos

Location: Chicago, IL

Posted Feb 03, 2025

Operations Manager

Company:

Location: Lake Forest, IL

Posted Feb 03, 2025

Sales Intern GSIP

Company:

Location: Rolling Meadows, IL

Posted Feb 03, 2025

Dekalb Restaurant Manager - Chili's

Company:

Location: DeKalb, IL

Posted Feb 03, 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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