Flexible Work Environment Jobs in Chicago, IL

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

Armed Mobile Patrol (Position Located in Northwest Suburbs)

Company: Advanced Security Solutions Inc.

Location: Chicago, IL

Posted Aug 13, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Men's Locker Room Housekeeping Attendant

Company: East Bank Club

Location: Chicago, IL

Posted Aug 13, 2025

The Men's Locker Room Attendant will help foster the culture of East Bank Club by maintaining a clean, organized, and fully stocked locker room while providing…

Residential High Rise Association - Helper A Janitor & Maintenance (Uptown)

Company: The Building Group

Location: Chicago, IL

Posted Aug 13, 2025

To perform repairs to common areas including HVAC, plumbing, electrical, and carpentry components, and other items as required. Ability to lift 50 lbs.

Janitor / Laborer for Retirement Facility

Company: Retirement & Assisted Living Facility

Location: Northlake, IL

Posted Aug 13, 2025

Duties will include but not limited to: Prepare rooms for new move-ins; Patch dry wall & painting of various parts in building; Pull and install carpet and…

Armed Security Officer 2nd & 3rd Shift (Niles, IL)

Company: Advanced Security Solutions Inc.

Location: Niles, IL

Posted Aug 13, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Drywall/Plaster/Painter Installer - PART TIME

Company: Green Attic Insulation

Location: Schiller Park, IL

Posted Aug 13, 2025

Proven experience in drywall installation, plastering, and painting. Strong understanding of construction techniques and material properties.

Armed Security Officer 1st, 2nd & 3rd Shifts

Company: Advanced Security Solutions Inc.

Location: Skokie, IL

Posted Aug 13, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Kitchen Manager

Company: Headquarters Beercade/Machine Cocktail Bar

Location: Chicago, IL

Posted Aug 13, 2025

The ideal candidate will have a strong background in the food industry, particularly in fine dining and catering environments. Machine Cocktail Bar/New Venue.

Project Manager

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 13, 2025

Helps develop, design and conduct research projects according to plan. 2-5 years of experience with research project management, preferably in the field of…

Welder

Company: Sureway Group, Inc.

Location: Franklin Park, IL

Posted Aug 13, 2025

Ability to read and interpret technical drawings and specifications. The Welder will work with different materials and tools, contributing to the production of…

Director, Data Science - Model Risk

Company: Capital One

Location: Chicago, IL

Posted Aug 13, 2025

A PhD in a quantitative field (Statistics, Economics, Operations Research, Analytics, Mathematics, Computer Science, or a related quantitative field) plus 4…

Frequently Asked Questions

What are typical salary ranges by seniority in flexible work roles?
Entry‑level (0‑2 yrs) typically earns $70k–$90k. Mid‑level (3‑5 yrs) ranges $90k–$120k. Senior (6‑10 yrs) $120k–$160k. Staff/Principal engineers $160k–$200k. These ranges include remote allowances and are based on current market data from jobtransparency.com.
What skills and certifications are required for flexible tech positions?
Essential skills include JavaScript (React, Node.js), Python or Go, cloud platforms (AWS Certified Solutions Architect, Azure Developer Associate), CI/CD pipelines (Jenkins, GitHub Actions), containerization (Docker, Kubernetes), and agile frameworks (Scrum, Kanban). Certifications that boost marketability: AWS Certified DevOps Engineer, Certified ScrumMaster, Google Cloud Professional Data Engineer, Microsoft Certified: Azure Data Scientist Associate.
Is remote work available for most flexible roles?
Yes—over 90% of positions are fully remote with optional hybrid options. Core hours typically fall between 10am‑3pm, allowing flexible start/finish times and support for international time zones. Employers often provide stipends for home office equipment and VPN access.
What are common career progression paths in a flexible work environment?
Typical progression: Junior Engineer → Mid‑level Engineer → Senior Engineer → Staff Engineer → Principal Engineer → Engineering Manager → VP of Engineering. Advancement relies on measurable impact on product metrics, mentorship of junior staff, and leadership in cross‑functional initiatives.
What industry trends are shaping flexible work roles?
The flexible segment is growing due to cloud adoption, AI/ML workloads, low‑code platforms, and distributed collaboration tools. Companies are expanding remote talent pools globally, driving up salaries for high‑skill roles and creating demand for continuous learning in emerging technologies like Terraform, Serverless, and DataOps.

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