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.

CNC Machinist

Company: C&A Tool Engineering

Location: Chicago, IL

Posted Jul 24, 2025

Ability to set up CNC: Grinding / Lathe / Mill / Swiss from start to finish including prepping of tools. Hand toolpath programming (angles/radii).

Repairman / Jack Of All Trade

Company: Molly Maid of Oak Park and the Midwestern Suburbs

Location: La Grange, IL

Posted Jul 24, 2025

Doors & Windows – Installation and repair of all door types (interior, exterior, sliding, storm), weather stripping, locks, trim, and basic window repairs or…

Software Engineer

Company: CACI

Location: Lisle, IL

Posted Jul 24, 2025

Participate in technical activities spanning multiple technical disciplines including security analysis, software/tool development, software test, development…

Repairman / Jack Of All Trade

Company: Molly Maid of Oak Park and the Midwestern Suburbs

Location: Hinsdale, IL

Posted Jul 24, 2025

Doors & Windows – Installation and repair of all door types (interior, exterior, sliding, storm), weather stripping, locks, trim, and basic window repairs or…

AI Prompt Engineer

Company: ActiveCampaign

Location: Chicago, IL

Posted Jul 24, 2025

This is a hands-on role focused on prompt design, workflow implementation, and knowledge asset creation, with a goal of delivering repeatable, high-quality…

Senior Accountant

Company: Union Tank Car Company

Location: Chicago, IL

Posted Jul 24, 2025

We offer a comprehensive benefits package that may include medical, dental, vision, 401k matching, and more! Understanding of GAAP and ability to create needed…

CDL A Regional Driver - 100% no-touch freight

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.

Manual Lathe Machinist II

Company: American Roller Company

Location: Chicago, IL

Posted Jul 24, 2025

Along the way, you’ll develop technical, mechanical, and problem-solving skills that open doors. Blueprint Reading: Interpret technical drawings and follow…

Director of IT

Company: The LaSalle Network

Location: Chicago, IL

Posted Jul 24, 2025

Serve as a strategic business partner to senior leadership, not just a technical executor. Build and implement data governance strategies to support future…

Service Plumber

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Jul 24, 2025

Valid driver's license with an insurable driving record. 2+ years of plumbing field experience and installation experience. Willing to invest in tools.

Operator - Pail Assembly - 1st Shift

Company: Mauser Packaging Solutions

Location: Chicago, IL

Posted Jul 24, 2025

Inside conditions, extremes of heat (100+ seasonal), exposure to humidity, working in tight areas, high noise levels from production environment, including some…

Regional CDL A Driver - up to $105,000

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.

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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