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.

1st shift Electrician Role (Direct Hire)

Company: JobSquad Staffing Solutions

Location: Cicero, IL

Posted Jul 28, 2025

Maintain, troubleshoot, and repair electrical and mechanical equipment, including motors, conveyors, PLCs, and control systems.

Implementation Manager

Company: Augment

Location: Chicago, IL

Posted Jul 28, 2025

Our founders recognized a pattern: talented professionals were stuck handling manual data entry, phone calls, and repetitive tasks, instead of focusing on high-…

Customer Service Representative

Company: AZTECA FOODS, INC

Location: Chicago, IL

Posted Jul 28, 2025

*Provide sales, broker and customer support;* by answering incoming calls, and respond promptly to inquiries with professionalism and accuracy.

Registered Nurse (RN) Overnight Shift

Company: Southview Manor

Location: Chicago, IL

Posted Jul 28, 2025

Registered Nurse (RN) license in IL. As a Registered Nurse (RN), you will be joining a team of nursing professionals dedicated to providing excellent clinical…

Journeyman Electrician - Chicago, IL

Company: Flock Safety

Location: Chicago, IL

Posted Jul 29, 2025

Valid driver's license and clean driving record. Familiarize with Support Tools and Processes: Learn the internal systems, tools, and methodologies used to…

Customer Service Representative

Company: State Farm - Geovanni Trujano Agency

Location: Mount Prospect, IL

Posted Jul 29, 2025

Handle incoming customer inquiries in both English and Spanish via phone, email, and chat. Maintain detailed and organized records of customer interactions and…

Advanced Rail Technology, Director of Engineering - Uptime

Company: Progress Rail

Location: La Grange, IL

Posted Jul 29, 2025

5+ years of project and/or product management in a technical field. 10+ years of engineering leadership preferably in the software field.

CNC Swiss Associate or Level I Machinist - 2nd Shift

Company: Woodward, Inc.

Location: Niles, IL

Posted Jul 28, 2025

General knowledge of machines and equipment functionality, and how tools could be used on such equipment/machines. 10% shift differential plus overtime.

2nd shift Electrician Role (Direct Hire)

Company: JobSquad Staffing Solutions

Location: Oak Park, IL

Posted Jul 28, 2025

Maintain, troubleshoot, and repair electrical and mechanical equipment, including motors, conveyors, PLCs, and control systems.

Property Accountant

Company: Creative Financial Staffing

Location: Chicago, IL

Posted Jul 29, 2025

Bachelor’s degree in Accounting, Finance, or a related field. Oversee rent invoicing, collections, and vendor payments.

Intermodal Dispatch Data Analyst

Company: Whimsy Inc.

Location: Mount Prospect, IL

Posted Jul 28, 2025

Learn order entry, dispatching, and other functions of the business in order to fill in when needed. In this position you will be the direct point of contact…

Custodian

Company: Erie Family Health Center

Location: Chicago, IL

Posted Jul 28, 2025

The custodian ensures that Erie sites are clean and present a positive first impression for employees, patients, and visitors by performing general daily…

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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