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.

Real Estate & Customer Experience, Associate

Company: Prologis

Location: Chicago, IL

Posted Jul 01, 2025

Possess a valid driver's license with ability to travel to multiple properties within a given portfolio. Must be able to use technical tools (ex: Salesforce) to…

Part-Time Accountant (QuickBooks Online + Logistics Experience)

Company: Wicker Park Logistics

Location: Chicago, IL

Posted Jul 01, 2025

*CPA license* (active or on track). Experience with accessorials, fuel surcharges, EDI billing, or carrier payments. Handle month-end and quarter-end closings.

Weekend Woman Supervisor

Company: Life Time

Location: Chicago, IL

Posted Jul 01, 2025

CPR/AED certification required within 30 days of hire. Ability to operate basic machinery and tools. Deferred compensation plan, if the team member meets the…

Bilingual Customer Service (Haitian Creole/English) – Call Center

Company: American Freedom Insurance Company

Location: Mount Prospect, IL

Posted Jul 01, 2025

*Career Development:* Paid training, ergonomic workstations, and state licensing reimbursement, professional development with advancement opportunities.

CDL A Dry Van Truck Driver - OTR

Company: Double J Transport, LLC

Location: Chicago, IL

Posted Jul 01, 2025

1 Year of CDL A Truck Driving Experience (Not Including Mentorship Periods). $70,000 - $90,000 Per Year. $0.60 CPM With Hazmat + Destination Pay.

Plumbing Service Technician

Company: J. Blanton Plumbing

Location: Northbrook, IL

Posted Jul 01, 2025

Valid driver’s license with a clean driving record. Proficiency with plumbing tools and equipment. Perform repairs and maintenance on plumbing systems in…

3 Axis CNC Mill Set up Machinist

Company: BETTS PRECISION INC

Location: Alsip, IL

Posted Jul 01, 2025

Team members in this role are given the opportunity to work closely with engineering and manufacturing leadership to develop and refine programs for high-mix,…

CDL-A Tanker Driver Regional Home Weekly

Company: Tak Trucking Inc

Location: Chicago, IL

Posted Jul 01, 2025

No more than 3 moving violations in the past 3 years. At least 2 years of CDL Class A experience. At Least 1 Year of Tanker Experience (Tanker Endorsement).

Assistant Project Manager

Company: Cumming Group

Location: Chicago, IL

Posted Jul 01, 2025

Prepares field reporting for review by Project Manager. Education: BS in Construction Management, Engineering, Quantity Surveying, Architecture, or related…

Lead Plumber

Company: Goode Plumbing

Location: Schiller Park, IL

Posted Jul 01, 2025

Must have good driving record. Responsibilities include: testing, diagnosing, repairing, and installing plumbing systems and components, recognizes and adheres…

Sales Associate / Fashion Stylist - Women's Retail Clothing (Skokie)

Company: FOX'S

Location: Skokie, IL

Posted Jul 01, 2025

Our sales associates / retail fashion stylists have a talent for wardrobing and work closely with each customer to find the best clothing selections for their…

Senior Accountant

Company: Third Road Management LLC

Location: Glen Ellyn, IL

Posted Jul 01, 2025

Prepare and review various multi-state sales tax filings. Supporting clients in their daily transactional and technical accounting needs.

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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