Remote-First Company Jobs in Chicago, IL

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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.

Security Analyst

Company: WiseTech Global

Location: Chicago, IL

Posted Mar 13, 2025

Able to communicate effectively in verbal and written format with technical and non-technical audiences. Relevant certification such as CISSP, CCNA, CompTIA…

Customer Service Representative - Futures Clearing

Company: Royal Bank of Canada

Location: Chicago, IL

Posted Mar 04, 2025

Confirm daily margin settlements for both cash and non-cash collateral and assist in resolving any client queries and service enhancements.

Senior Cyber Threat Analyst

Company: PayPal

Location: Chicago, IL

Posted Mar 05, 2025

Proven ability to communicate complex technical concepts to non-technical audiences. We enable consumers to exchange funds more safely with merchants using a…

Assistant Project Manager

Company: Suffolk Construction Company, Inc.

Location: Chicago, IL

Posted Mar 05, 2025

While performing the duties of this job, the employee is regularly required to sit for long periods of time; talk or hear; perform fine motor, hand and finger…

AI/ML Developer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Mar 03, 2025

A bachelor’s degree (completed or in progress). Proficiency in at least one of the following programming languages or frameworks: JavaScript, TypeScript, Python…

Community Developer

Company: Ripple Fiber

Location: Lombard, IL

Posted Mar 13, 2025

A bachelor's degree in communications, business, or a related field. This role will work closely with state and local municipalities, developers, and community…

Construction Labor - Railroad

Company: GeoStabilization International

Location: Chicago, IL

Posted Mar 06, 2025

More years of experience and technical expertise with the tools and technologies in drilling. Your role will encompass a blend of outdoor physical labor,…

Industrial Electrician

Company: A Finkl & Sons Co

Location: Chicago, IL

Posted Mar 04, 2025

The Industrial Electrician plays a crucial role in ensuring the efficient operation of electrical systems within the steel manufacturing plant.

Customer AI engineer

Company: WRITER

Location: Chicago, IL

Posted Mar 10, 2025

Prompt chain design: Collaborate with the team to design, develop, and evaluate prompt chains for specific content creation tasks.

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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