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.

CNC Eurotech Operator 2 Years of Experience

Company: E. J. Basler Company

Location: Schiller Park, IL

Posted Jul 31, 2025

Loud manufacturing floor with moving mechanical parts. Ability to read mechanical drawings and interpret work orders. High school diploma or GED preferred.

Substitute Teacher

Company: Swing Education

Location: Evanston, IL

Posted Jul 31, 2025

No early morning phone calls. $180-$240 per day depending on school, location, and certification. We support substitute teachers with helpful tools, optional…

Machine Builder/Machinist

Company: Lorenz Engineering

Location: Itasca, IL

Posted Jul 31, 2025

The ideal candidate will possess strong mechanical knowledge and experience with CAD software, particularly AutoCAD, to assist in the design and development of…

Substitute Teacher

Company: Swing Education

Location: Chicago, IL

Posted Jul 31, 2025

No early morning phone calls. $180-$240 per day depending on school, location, and certification. We support substitute teachers with helpful tools, optional…

Construction Project Manager - Healthcare

Company: Hatched Recruitment Group

Location: Chicago, IL

Posted Jul 31, 2025

Bachelor's degree in Construction Management, Architecture, Engineering, or a related field. Engage in value engineering to identify savings while maintaining…

IT Security & Controls Analyst

Company: Lawson Products

Location: Chicago, IL

Posted Jul 31, 2025

Undergraduate degree in engineering, computer science, or other technical discipline, plus five to seven years of security-specific experience, with at least…

HVAC Commercial Service Technician

Company: Expert Heating Air Conditioning & Plumbing

Location: Downers Grove, IL

Posted Jul 31, 2025

Valid driver's license with a clean driving record for van driving responsibilities. Experience as a field service technician with a focus on customer…

Sous Chef

Company: Gibsons Italia

Location: Chicago, IL

Posted Jul 31, 2025

Train and develop kitchen staff; train cooks/kitchen staff in the importance of consistency in preparation and presentation.

Janitorial Support Team / Floater - Night

Company: Bee Line Support, Inc.

Location: Chicago, IL

Posted Jul 31, 2025

As Bee Line’s front-line cleaning defense, you will perform general cleaning duties, such as cleaning floors, vacuuming rugs, washing walls and glass, and…

Acme Operator 3 Years of Experience

Company: E. J. Basler Company

Location: Schiller Park, IL

Posted Jul 31, 2025

Position and secure tools in holders, verifying accuracy using gauges and measuring instruments. Maintain and replace worn tools, sharpening them as necessary.

Machine Operator (Hayssen Vertical Bagger)

Company: The Xcel Group

Location: Schiller Park, IL

Posted Jul 31, 2025

Good mechanical aptitude, analytical and mathematical skills. Able to troubleshoot and adjust bag fin seal, top and bottom seal, bag length.

Healthcare Project Manager

Company: WM

Location: Chicago, IL

Posted Jul 31, 2025

Education: Bachelor's Degree (accredited) in Environmental Sciences, Accounting, Business or related field, or in lieu of degree, High School Diploma or GED (…

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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