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.

Lead Software Engineer, Full stack

Company: Capital One

Location: Chicago, IL

Posted Aug 25, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

Wood Cabinet Assembler

Company: Quality Staffing, Inc.

Location: Bensenville, IL

Posted Aug 25, 2025

Capable of using basic hand tools and small power tools. Are you skilled in using basic hand tools and small power tools?

Seasonal Sales Associate

Company: Nespresso

Location: Chicago, IL

Posted Aug 25, 2025

As the welcoming face of our retail boutique, you will greet customers, offer complimentary coffee tastings, help with boutique operations and provide an…

TIG Welder/Fabricator

Company: Meyer Tool & Mfg., Inc.

Location: Oak Lawn, IL

Posted Aug 24, 2025

Paid on-the-job ASME Pressure Vessel Code weld training and certification. Inspect your own welds, identify defects or issues, and make corrections.

Customer Service Associate

Company: Star Communications LLC.

Location: Chicago, IL

Posted Aug 25, 2025

Help resolve issues related to orders, accounts, payments, or product use. Accurately record customer interactions in systems like Zendesk or Salesforce.

Class A Commercial Driver

Company: CarMax

Location: Chicago, IL

Posted Aug 25, 2025

Valid state-issued commercial driver’s license Class A (CDL) Required. Except as otherwise required by state law, CarMax Associates are entitled to the…

Nurse Associate - Dermatology & Neurosciences, Full-Time, Days

Company: UChicago Medicine

Location: Chicago, IL

Posted Aug 25, 2025

Must be an actively licensed Registered Nurse in the state of Illinois. Conducts, responds to, follow up on, and triages patient phone calls to the physician as…

Registered Nurse/Ultrasound Tech

Company: Women's Care Center

Location: Chicago, IL

Posted Aug 25, 2025

Our mission is simple: to help pregnant women from our communities choose life for their babies, have healthier pregnancies, become better parents and take…

Sous Chef

Company: Bazaar Meat by Jose Andres

Location: Chicago, IL

Posted Aug 25, 2025

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

CDL-A Company Driver

Company: Dollar General

Location: Chicago, IL

Posted Aug 25, 2025

1+ years CDL A driving experience. Must be 21 years of age. Experience preferred, requirement based on location. Short term and long term disability.

HVAC Service Technician/ Installer

Company: Precision Heating and Cooling

Location: Alsip, IL

Posted Aug 25, 2025

Come and join the area's premier Heating and Air Conditioning contractor. We offer year round work as well as a complete and excellent benefits package.

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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