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.

Cloud Infrastructure Architect

Company: Sargent & Lundy

Location: Chicago, IL

Posted Jul 23, 2025

We are seeking a highly experienced and strategic Cloud & Infrastructure Architect to lead the design, governance, and implementation of enterprise-grade cloud…

Senior Manager, Software Engineer

Company: Capital One

Location: Chicago, IL

Posted Jul 23, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

CDL A OTR Driver - get home weekly!

Company: G&D Integrated

Location: Chicago, IL

Posted Jul 24, 2025

Company drivers earn up to $105,000 per year. G&D Integrated that values our employees and drivers like family. At G&D, you’re in control.

Regional CDL A Truck Driver: home at least weekly

Company: G&D Integrated

Location: Chicago, IL

Posted Jul 24, 2025

Company drivers earn up to $105,000 per year. G&D Integrated is now hiring Class A CDL Truck Drivers in the Joliet, IL area for *Regional OTR routes* that get…

Area Marketing Manager, Premium Select Hotels

Company: First Hospitality

Location: Chicago, IL

Posted Jul 23, 2025

Oversee portfolio social media efforts, driving following and engagement, fostering collaboration amongst broader marketing strategies.

Data Analyst - Remote

Company: Guidehealth

Location: Chicago, IL

Posted Jul 23, 2025

Employees provide their own internet connection, capable of conducting video calls on camera and connecting to various internal and external systems.

Software Development Engineer

Company: WEX Inc.

Location: Chicago, IL

Posted Jul 23, 2025

You will be responsible for building and maintaining efficient development pipelines, driving automation, and contributing to scalable deployment strategies.

Regional CDL A Truck Driver

Company: G&D Integrated

Location: Chicago, IL

Posted Jul 24, 2025

Company drivers earn up to $105,000 per year. G&D Integrated is now hiring Class A CDL Truck Drivers in the Joliet, IL area for *Regional OTR routes* that get…

Retail Sales Associate

Company: MY WIRELESS IL, INC

Location: Wood Dale, IL

Posted Jul 23, 2025

Experience prospecting through outbound calls. Training and developing your skills to become a top My Wireless Retail Sales Associate, which leads to…

Senior Manager, Organic Marketing

Company: Four Seasons Heating And Air Conditioning Llc

Location: Bedford Park, IL

Posted Jul 23, 2025

Coordinate with content team to develop service-specific blog posts, FAQs, landing pages, rich content, and CTAs that educate and drive action.

Sales Assistant Part Time

Company: Ralph Lauren

Location: Chicago, IL

Posted Jul 24, 2025

Interest in and appreciation for luxury and best-in-class service. Supports product pulls, fitting room setup & recovery, floor presentation standards and…

Janitor

Company: The Salvation Army Central Territory

Location: Chicago, IL

Posted Jul 23, 2025

Valid Drivers license and the ability to pass the Salvation Army MVR check. Ability to make minor plumbing, electrical and carpentry repairs.

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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