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.

Sheet Metal Installer

Company: Addison Group

Location: Bedford Park, IL

Posted Jul 24, 2025

Valid driver’s license and reliable transportation required. Safely and efficiently operate hand tools, power tools, and sheet metal equipment.

Courtesy Patrol Officer Part Time

Company: Evergreen Real Estate Services Llc

Location: Chicago, IL

Posted Jul 24, 2025

Monitors entry and exit from the facility and require all guests to sign-in and sign-out, as well as show personal picture identification in accordance with…

HVAC Service Technician - NO ON CALL

Company: TR MILLER HEATING AND COOLING

Location: Tinley Park, IL

Posted Jul 24, 2025

Maintain a valid driver’s license and a clean driving record. Valid driver’s license with clean driving record. EPA certified preferred but not required.

Flooring Sales Representative

Company: Koeckritz Rugs Inc

Location: Elk Grove Village, IL

Posted Jul 24, 2025

Must have previous experience in outside flooring sales. As our sales associate your primary objectives will be finding and building relationships with new…

Maintenance and Custodian Associate

Company: Catholic Charities of the Archdiocese of Chicago

Location: Chicago, IL

Posted Jul 24, 2025

Client Interaction & Support: Engage courteously and professionally with store clients and staff, offer assistance when appropriate and contribute to a…

Senior Programmer

Company: The University of Chicago

Location: Chicago, IL

Posted Jul 24, 2025

Advanced degree in computer science or a related field. Minimum requirements include a college or university degree in related field.

Residential Electrician Walk-In Interview Day Tuesday: 10am-1pm

Company: Precision Today Plumbing Drains Heating & Cooling

Location: Franklin Park, IL

Posted Jul 24, 2025

Can pass the Federal background and drug screen; a clean driving record and current driver’s license are ALL a must (Please do not apply if any of these are…

Associate IT Business Analyst

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jul 25, 2025

5.Analyzes the design of technical systems, software expectations, and business models, working with vendors, IT teams and business stakeholders.

Global Cloud Practice Architect, Workspace

Company: Google

Location: Chicago, IL

Posted Jul 24, 2025

You will orchestrate across numerous contributing teams including solutions, services, partners, product engineering, marketing, and GTM stakeholder…

Technical Project Manager

Company: Salesforce

Location: Chicago, IL

Posted Jul 24, 2025

Provide monthly project reviews and updates at sprint reviews (deep dive into current state of project goals, risks, escalations).

Operations Accountant

Company: Invenergy

Location: Chicago, IL

Posted Jul 24, 2025

Coordinate project treasury, banking, and cash flow analysis. Understanding of variance / trend analysis with actual/budget/historical results.

Siding Installer (Fiber Cement)

Company: ZIGXAG

Location: Chicago, IL

Posted Jul 24, 2025

This role requires attention to detail, the ability to work independently or have your own team, own your own tools and a commitment to delivering high-quality…

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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