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.

Maintenance Electrician (3rd Shift | $41.36/hr | Union | Direct Hire | Chicago, IL)

Company: Assist Staffing

Location: Chicago, IL

Posted Aug 17, 2025

Read and interpret electrical schematics and technical manuals. Minimum 3+ years’ experience in industrial maintenance with a strong electrical focus.

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CNC Lathe Operator (2nd Shift)

Company: ERA Industries LLC

Location: Elk Grove Village, IL

Posted Aug 17, 2025

Ability to use basic measuring tools (Micrometer, Caliper, Thread Gages, Pin Gages, Bore Gages, Dial Indicators, Height Gages). Assist with machine set up.

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On Call Hospice RN

Company: Oasis Hospice & Palliative Care, Inc.

Location: Chicago, IL

Posted Aug 18, 2025

Must be a licensed driver with an automobile that is insured in accordance with state of Illinois requirements and is in good working order.

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dental insurance health insurance health savings account

Physician Assistant - PA - Palliative Care

Company: Endeavor Health

Location: Naperville, Elmhurst, Plainfield, IL

Posted Aug 17, 2025

View Details Apply on healthecareers.com

Private Equity Tech Sales - Founding Team Member for AI Startup

Company: Nestbox AI

Location: Chicago, IL

Posted Aug 18, 2025

*Founder-Level Impact:* You’ll be the first sales hire, working directly with our technical founders to shape GTM strategy, refine our offering for PE, and have…

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Senior Manager - Global Payment Network Information Security Office (ISO) Consultant

Company: Capital One

Location: Chicago, IL

Posted Aug 18, 2025

Collaborating with enterprise cyber teams and tech architects in defining and driving the cyber architecture strategy and guiding principles for the…

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Registered Nurse Hospice Case Manager - Flexible Schedule

Company: LifeChoice Hospice and Palliative Care

Location: Mount Prospect, IL

Posted Aug 18, 2025

Current RN license in IL. Perform and document patient evaluations, visits, and care in compliance with federal, state, and accreditation standards.

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Unarmed Security Officer ( North/West Suburbs)

Company: American Public Defense Inc.

Location: Chicago, IL

Posted Aug 17, 2025

Valid driver's license/state ID. Logging in vendors and visitors. Maintain safety and security of property. Complete daily logs and incident reports.

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health system full-time

Physician Assistant (PA) - Cardiology - Medical Group

Company: Endeavor Health

Location: Chicago, Illinois

Posted Aug 18, 2025

View Details Apply on healthecareers.com

Senior Tax Associate IN OFFICE

Company: River East Tax and Accounting Services Inc

Location: Chicago, IL

Posted Aug 17, 2025

Identify and implement tax planning strategies to minimize clients’ tax liabilities. Analyze financial data to determine the appropriate tax treatment of…

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Senior Manager - Global Payment Network Information Security Office (ISO) Consultant

Company: Capital One

Location: Chicago, IL

Posted Aug 18, 2025

Collaborating with enterprise cyber teams and tech architects in defining and driving the cyber architecture strategy and guiding principles for the…

View Details Apply on SimplyHired

Customer Experience Supervisor

Company: TJ Maxx

Location: Oak Brook, IL

Posted Aug 17, 2025

Benefits include: Associate discount; EAP; smoking cessation; bereavement; 401(k) Associate contributions; child care & cell phone discounts; pet & legal…

View Details Apply on SimplyHired

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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