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.

Security Identity Analyst

Company: HUB International

Location: Chicago, IL

Posted May 12, 2025

Contribute with analysis, governance, role mining, and certification operations related to identity management. Willingness to travel up to 10% of working time.

Receptionists Concierge and Customer Service

Company: Loyola University Health System

Location: Maywood, IL

Posted May 11, 2025

This role involves answering inquiries, directing or escorting individuals throughout the hospital, and assisting with physical needs such as wheelchair support…

Sr. Manager Partner Marketing

Company: Ursus, Inc.

Location: Chicago, IL

Posted May 13, 2025

8+ years global partner marketing experience in the B2B tech sector driving partner marketing pipeline and supporting revenue growth.

HVAC Service Technician

Company: EMCOR Services Team Mechanical, Inc.

Location: Chicago, IL

Posted May 12, 2025

Attend promptly to service calls dispatched through Service and at times direct from customer. Each employee has a responsibility for their own safety, the…

Senior Manager Audit

Company: LKQ Corporation

Location: Chicago, IL

Posted May 12, 2025

Develop, plan and manage the delivery of reports to the Leadership Team and the Audit Committee providing an independent assessment of the efficiency and…

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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