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.

Manager, Marketing FP&A

Company: PayPal

Location: Chicago, IL

Posted Jun 26, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

Graphic Designer (Multimedia Focus)

Company: Daniels Health

Location: Chicago, IL

Posted Jun 25, 2025

Experience with project management and managing project timelines (not only your own, but also of any contractors).

Registered Nurse

Company: Oak Street Health

Location: Chicago, IL

Posted Jun 25, 2025

Active Registered Nurse (RN) Licensure in good standing with the applicable state. Qualified applicants with arrest or conviction records will be considered for…

Sr. Software Engineer

Company: Caterpillar

Location: Chicago, IL

Posted Jun 25, 2025

REQS: This position requires a bachelor’s degree, or foreign equivalent, in Computer Science, Computer Engineering, Performance, Information Management, or a…

Flex Security Officer - Western Suburbs

Company: Titan Security

Location: Downers Grove, IL

Posted Jun 25, 2025

Certificates, Licenses, Registrations: Ability to acquire and maintain a valid Illinois PERC, including state accredited training requirements. EOE/M/F/D/V.

U.S. Private Bank- Digital Client Service Associate

Company: JPMorganChase

Location: Chicago, IL

Posted Jun 25, 2025

Engage with respective client facing teams and internal business groups to deliver and execute client transactions. 3+ years of experience in similar roles.

Social Media Manager - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Jun 25, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). Write high-quality answers when given specific prompts.

Software Engineer

Company: Motorola Solutions

Location: Chicago, IL

Posted Jun 25, 2025

Data engineering comprises development efforts centered around data visualization, data analysis, and also includes budget management for reporting to the…

Retail Leasing Associate

Company: Bridge33 Capital

Location: Chicago, IL

Posted Jun 26, 2025

A minimum of 1-2 years’ leasing experience in a retail leasing or marketing role in commercial real estate; property management or related field.

Plumber - Technician II -POM-Evanston Hospital-Endeavor Health

Company: Aramark

Location: Evanston, IL

Posted Jun 25, 2025

Possess and maintain a valid driver's license. While working under the supervision of the Maintenance Manager, the General Maintenance II worker will perform…

HVAC Lead Installer

Company: ARS-Rescue Rooter

Location: Chicago, IL

Posted Jun 26, 2025

Valid driver’s license with good driving record. EPA certification (or willingness to obtain). Disassemble and remove outdated HVAC systems, then install, start…

Senior Project Manager - Chicago

Company: Turner Construction Company

Location: Chicago, IL

Posted Jun 25, 2025

Work Environment: While performing the duties of this job, the employee regularly works on-site at the construction work site where the employee is exposed to…

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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