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.

Senior Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted May 23, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

Carpenter

Company: Ace Handyman Services Oak Park River Forest

Location: Oak Park, IL

Posted May 22, 2025

W-2 status with the flexibility of an independent job. We need an independent thinker with strong problem-solving skills, excellent communication skills and a…

Registered Nurse RN Home Health

Company: Elara Caring

Location: Chicago, IL

Posted May 23, 2025

Must have a dependable vehicle, valid driver’s license, and current auto insurance in accordance with state laws. 401(K) with employer match.

Metal Stamping Press Operator/Die Setter

Company: Weiss-Aug – Elk Grove Village, IL

Location: Elk Grove Village, IL

Posted May 24, 2025

Inspect work pieces for conformance to specifications, using micrometer or other measuring instruments to verify workmanship standards.

Project Manager

Company: Keller North America, Inc.

Location: Chicago, IL

Posted May 24, 2025

Assembles proposals which includes performing risk assessment, evaluating opportunities to increase profit, estimating, engineering, technical writing, site…

Project Superintendent #2080

Company: Pivotal Talent Search

Location: Chicago, IL

Posted May 22, 2025

Valid driver license and willingness to travel locally to job sites. Collaborate with project managers to manage change orders and resolve field-related issues.

MDS Assistant / Restorative Nurse

Company: Aperion Care International

Location: Chicago, IL

Posted May 24, 2025

Current Restorative Nurse certification in accordance with state regulations is preferred. Current CPR certification is required.

Software Engineer Manager (Hybrid or Remote Available)

Company: S&S Activewear LLC

Location: Bolingbrook, IL

Posted May 23, 2025

Partner with software engineering leaders to design and implement dev ops automation using target state CI/CD tools. Monday-Friday, Full-Time, Exempt.

Welder/Fabricator

Company: ProFlow Pumping Solutions

Location: Alsip, IL

Posted May 22, 2025

Ability to read and understand technical drawings and mechanical layouts. Interpret and work from technical drawings, blueprints, and schematics.

Machine Operator | 3rd Shift

Company: Verstela

Location: Northlake, IL

Posted May 24, 2025

Maintenance & Troubleshooting: Perform routine maintenance on equipment, troubleshoot issues, and assist in basic repairs to minimize downtime.

Junior Data Analyst

Company: D & A Services, LLC

Location: Des Plaines, IL

Posted May 22, 2025

Perform duties related to data exchange internally and externally with all clients and third-party vendors; including client requests, report creation 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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