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.

InfoSec Compliance Analyst #Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jun 07, 2025

Facilitate IT issue management by work with employees on scheduling calls and going over the issue and resolution. Work from home up to 3 days a week.

View Details Apply on SimplyHired

Principal Technology Architect - MFG

Company: Infosys

Location: Chicago, IL

Posted Jun 07, 2025

You will identify technology big bets, develop solution propositions around them, do solution prototypes and proactively take it to the market.

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dental insurance health insurance life insurance

Advanced Practice Nurse – Nurse Practitioner – Peds/Neonatology (7A.M. - 7P.M.)

Company: Cook County Health

Location: Chicago, Illinois

Posted Jun 08, 2025

View Details Apply on healthecareers.com

Research Chef

Company: LifeSpice Ingredients

Location: Chicago, IL

Posted Jun 07, 2025

Work with flavor companies and other suppliers to identify or develop new raw materials. Culinary degree from accredited Culinary School.

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Multi-Location Retail Inventory Associate

Company: Room & Board

Location: Chicago, IL

Posted Jun 07, 2025

Maintain welcoming stock room environments that are safe, organized, efficient and support the selling teams and the customer experience.

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People and Compensation Data Analyst

Company: Optiver

Location: Chicago, IL

Posted Jun 06, 2025

Bachelor's degree in a quantitative, business, or related field. Proficient in Excel; familiarity with data visualization tools like Power BI or Tableau is a…

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Carpenter Helper 1

Company: The University of Chicago

Location: Chicago, IL

Posted Jun 06, 2025

Valid driver’s license and must successfully complete the University’s Motor Vehicle Records process required. Cut and install ceiling tile.

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General Laborer

Company: SOS Enterprises LLC

Location: Chicago, IL

Posted Jun 08, 2025

Knowledge of power tools and industrial machinery is preferred. This may include keeping the worksite clean through the collection of trash, operating power…

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Special Education Teacher

Company: Parkland Preparatory Academy

Location: Oak Lawn, IL

Posted Jun 09, 2025

Teachers work to design instructional opportunities for students to access state learning standards, achieve IEP goals, BIP goals and transition goals.

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Electrician

Company: RWS Global

Location: Chicago, IL

Posted Jun 07, 2025

Valid driver’s license required. Preferred: Vocational or technical training – Field of Study: welding, engineering, rigging, carpentry, electronics, audio,…

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Tax Senior - Financial Services Organization - State and Local Tax - Real Estate

Company: EY

Location: Chicago, IL

Posted Jun 08, 2025

A CPA certification, or good standing as a member of a state bar. Staying abreast of state & local tax developments and work to develop new and innovative…

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Design Manager

Company: Avant Communications LLC

Location: Chicago, IL

Posted Jun 09, 2025

Chicagoland based, this role will oversee three designers that work across digital, print, events and video, and will also serve as an individual contributor in…

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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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