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.

Business Analyst

Company: Crowe LLP

Location: Chicago, IL

Posted Aug 20, 2025

Ability to effectively communicate technical concepts to non-technical stakeholders. Currently pursuing a bachelor’s or master’s degree in one of the following…

CNC LATHE MACHINIST

Company: MAH Machine Co., Inc.

Location: Cicero, IL

Posted Aug 20, 2025

We can offer innovative solutions and suggestions for improving product design and manufacturing as well as offer complete full-service project management.

Manager of Sales

Company: ODM Tool & Mfg. Co., Inc.

Location: McCook, IL

Posted Aug 20, 2025

Manage all aspects of the sales and marketing departments, and develop and execute the sales / marketing plans in conjunction with the President and CEO.

Maintenance Worker (Plumber)

Company: St. Bernard's Hospital and Health Care Center

Location: Chicago, IL

Posted Aug 20, 2025

Perform plumbing preventative maintenance work and provide corrective plumbing repair work for hospital departments including off-site clinics and medical…

Truck Driver Class A

Company: Dominguez Transportation

Location: Chicago, IL

Posted Aug 20, 2025

Proven experience in truck driving with a valid commercial driver’s license (CDL). This role requires a strong commitment to safety, excellent driving skills,…

Unarmed Security Officer

Company: Per Mar Security Services

Location: Hinsdale, IL

Posted Aug 20, 2025

Must have personal own vehicle! . The selected individual will patrol and secure assigned premises as well as identify risks to staff and patrons.

Incident Analyst

Company: Baer Group

Location: Rosemont, IL

Posted Aug 20, 2025

Ability to work across technical and non-technical teams. Bachelor’s Degree or a related field and 3+ years of IT experience or High school diploma with 6+…

Resource Coordinator Environmental Science Supervisor Manager Level EVS Support Services Environmental Full time Evenings

Company: Northwestern Medicine

Location: Chicago, IL

Posted Aug 20, 2025

Three to five years of experience in relevant field and Supervisory experience. We offer a wide range of benefits that provide employees with tools and…

Maintenance Class A/ Helper A

Company: Community Specialists

Location: Chicago, IL

Posted Aug 20, 2025

Obtain any require city or state certification necessary for maintenance of the property. Safe operation of cleaning equipment, power tools, and hand tools.

Software Development Engineer

Company: Expedia Group

Location: Chicago, IL

Posted Aug 20, 2025

Education: Bachelor’s degree in Computer Science, Software Engineering, or a related field or equivalent related professional experience.

Senior Concrete Finisher / Framer / Layout

Company: Ari Walsh

Location: Berwyn, IL

Posted Aug 20, 2025

Valid DL with a good driving record. Ability to lift up to 50lbs and be comfortable working in outdoor environments/various weather conditions.

Manager Oncology Pharmacy Operations - Outpatient

Company: Rush University Medical Center

Location: Chicago, IL

Posted Aug 20, 2025

Board certification in oncology (BCOP) preferred. 8.Participates in development, implementation, evaluation, and quality improvement of oncology services.

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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