Flexible Work Arrangements Jobs in Chicago, IL

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Looking for Flexible Work Arrangements jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Work Arrangements position in the Chicago, IL area.

CDL-A Dedicated Truck Driver

Company: Marten Transport

Location: Chicago, IL

Posted Aug 19, 2025

Must have a minimum of 6 months recent qualified CDL-A driving experience to apply. Hazmat and tanker endorsement (or scheduled to obtain within 30 day window).

Project Manager - Multifamily Projects

Company: Michael Page

Location: Chicago, IL

Posted Aug 19, 2025

Ability to hire, train, develop and manage a team of Project Managers by providing intentional and proactive leadership. Travel to job site 1-2 days a week.

CDL-A Dedicated Truck Driver

Company: Marten Transport

Location: Stickney, IL

Posted Aug 19, 2025

Must have a minimum of 6 months recent qualified CDL-A driving experience to apply. Hazmat and tanker endorsement (or scheduled to obtain within 30 day window).

Continuous Improvement Engineer

Company: The Marmon Group LLC

Location: Chicago, IL

Posted Aug 19, 2025

You will act as a technical leader and project driver across multiple business units, leveraging your CI expertise to identify improvement opportunities,…

CDL-A Truck Driver - Regional OTR - Home Weekly

Company: G&D Integrated

Location: Chicago, IL

Posted Aug 19, 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…

CDL-A Truck Driver - Regional OTR - No Touch Freight

Company: G&D Integrated

Location: Chicago, IL

Posted Aug 19, 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…

CDL-A Dedicated Truck Driver

Company: Marten Transport

Location: Berwyn, IL

Posted Aug 19, 2025

Must have a minimum of 6 months recent qualified CDL-A driving experience to apply. Hazmat and tanker endorsement (or scheduled to obtain within 30 day window).

Extrusion Process Technician-Nights

Company: Pactiv Evergreen

Location: Bedford Park, IL

Posted Aug 19, 2025

Two or four year technical degree or certification. Good understanding of mechanical and electrical principles and applications. 3-day weekend every other week.

Manager Employee Communications

Company: CME Group

Location: Chicago, IL

Posted Aug 19, 2025

Developing and executing communications strategies to support corporate strategy and assist business division heads in driving alignment and achieving results.

RN Case Manager -Hospice

Company: Hospice Acquisition Company, LLC

Location: Oakbrook Terrace, IL

Posted Aug 19, 2025

Must maintain a valid driver’s license and good driving record. Current unencumbered registered nurse in the state of practice or in accordance with the Board…

Security Officer

Company: Security Professionals Group

Location: Chicago, IL

Posted Aug 19, 2025

Be friendly, welcoming, and helpful to guests and employees. The ideal candidate will have security experience, PERC card, 20 hour security certification.

CDL-A Truck Driver - Regional OTR

Company: G&D Integrated

Location: Chicago, IL

Posted Aug 19, 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…

Frequently Asked Questions

What are typical salary ranges by seniority for flexible work arrangement roles?
Junior remote developers earn $70k–$95k, mid‑level professionals earn $95k–$140k, and senior specialists or leads earn $140k–$200k. Remote‑specific allowances can add 5–10% on top of base pay for high‑cost‑of‑living locations.
What skills and certifications are required for flexible work roles?
Core technical skills include Git, Docker, Kubernetes, and proficiency in at least one cloud platform (AWS, Azure, GCP). Remote collaboration skills involve Slack, Zoom, Notion, and Asana. Certifications such as Certified Remote Work Manager, AWS Certified Solutions Architect, Azure Fundamentals, Google Cloud Professional, PMP, or CSM are highly valued.
How widely available are remote work opportunities in this category?
All 2964 positions support remote work, offering full‑time, part‑time, and contract options. Companies provide VPN, zero‑trust security, and remote onboarding tools, enabling employees to start from any location with a reliable internet connection.
What career progression paths exist for professionals in flexible work arrangements?
Typical paths move from Junior Remote Engineer → Senior Remote Engineer → Remote Technical Lead → Remote Engineering Manager or Remote Product Lead. Parallel tracks include Remote UX Lead, Remote Data Lead, or Remote Customer Success Manager, with opportunities to transition into remote operations or CTO roles.
What industry trends are shaping flexible work arrangements?
The remote‑first trend is accelerating, with 60% of tech firms adopting hybrid models by 2025. Adoption of AI‑driven collaboration tools, real‑time code review, and remote cybersecurity protocols is increasing. Companies increasingly offer remote benefits such as home‑office stipends and global health plans, driving higher demand for qualified remote professionals.

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