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.

Unarmed Retail Security Officer

Company: Per Mar Security Services

Location: Chicago, IL

Posted Oct 22, 2025

. The selected individual will patrol and secure assigned premises as well as identify risks to staff and patrons. Are you looking to change careers?

Senior Control Testing Analyst

Company: TransUnion

Location: Chicago, IL

Posted Oct 23, 2025

Assist with investigation and control design following incident or risk event. Governance, Risk and/or Compliance certification (e.g. CCEP, ARM, GRCP).

School Custodian

Company: Distinctive Schools

Location: Chicago, IL

Posted Oct 22, 2025

The Custodian performs cleaning duties to provide students, employees and the community with a safe, attractive, comfortable, clean, and efficient place in…

Director of Chef Operations

Company: Sticky Fingers Cooking

Location: Lemont, IL

Posted Oct 22, 2025

Support our staff of chef instructors in implementation of SFC curriculum, recipes and classroom management. Work closely with Area Director in developing long-…

Sr Data Analyst

Company: IDR Inc.

Location: Chicago, IL

Posted Oct 22, 2025

4+ years of experience with data visualization tools such as Alteryx and Power BI. Collaborate with staff, product teams, IT, and other functional areas within…

Advancement Reporting Analyst

Company: The University of Chicago

Location: Chicago, IL

Posted Oct 23, 2025

Conducts requirements analysis, translating requirements into a scope document and developing reporting deliverables based on the design.

HVAC/R Service Tech 5 - Refrigeration

Company: CoolSys

Location: Chicago, IL

Posted Oct 23, 2025

Sr, senior, Service Tech, refridgeration, HVAC, refrigeration, HVAC-R, HVAC/R, diagnostic, commercial, service, install, mechanical, mechanic, apprentice, AC,…

Porter - Lincoln park

Company: Levain Bakery

Location: Chicago, IL

Posted Oct 22, 2025

Wash, sanitize, restock dishes, trays, baking tools, and other supplies. Strong attention to detail and high standards for cleaning, maintaining cleanliness in…

Data Analyst II

Company: Uber

Location: Chicago, IL

Posted Oct 23, 2025

Use tools and programming languages like SQL, Tableau, Excel/Sheets, and many other internal tools (such as Oracle) to work efficiently at scale.

Patient Call Center Representative

Company: Chicago Cardiology Institute

Location: Oak Park, IL

Posted Oct 22, 2025

Data entry, patient recall and general clerical duties. Answering telephones, scheduling patient appointments, and directing calls to appropriate areas.

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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