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.

Director, Software Engineering-Card Partnerships Data

Company: Capital One

Location: Chicago, IL

Posted Oct 04, 2025

Candidates should be passionate about maintaining a well-managed suite of systems centered around Partnerships Data, while driving innovation and forward-…

Per Diem Retail Staff Pharmacist | Chicago, Illinois

Company: Soliant

Location: Chicago, IL

Posted Oct 04, 2025

Licensed Pharmacist with a valid Illinois license. Doctor of Pharmacy (PharmD) degree, active Pharmacist license, and minimum 1+ years Pharmacist experience…

Project Manager (m/f/d)

Company: Damovo

Location: Chicago, IL

Posted Oct 06, 2025

The ideal candidate will assist in coordinating efforts between clients, internal teams, and external partners to ensure projects are completed on time, within…

Architect - Development (DevSecOps) REMOTE

Company: Wesco

Location: Glenview, IL

Posted Oct 06, 2025

You will serve as the technical expert, this role will identify and develop areas for modification in existing programs, as well as test and evaluate new…

CDL A Truck Driver - Home Weekly

Company: Imperial Express LLC

Location: Chicago, IL

Posted Oct 06, 2025

Imperial Express, LLC, is hiring a full-time motivated class A CDL professional with a clean driving record and at least 1 year of experience.

Energy Business Analyst

Company: CME Group

Location: Chicago, IL

Posted Oct 04, 2025

The Energy BLM Analyst will work in partnership with the Energy Products team to design and implement the business line strategy. And we’re looking for more.

SAP Vulnerability Management Senior Analyst

Company: Mars IS US

Location: Chicago, IL

Posted Oct 05, 2025

They will also be responsible for transitioning the vulnerability management work at each go-live to the managed service team to ensure that scanning and…

Per Diem Retail Pharmacist - Blue Island, IL

Company: Soliant

Location: Blue Island, IL

Posted Oct 04, 2025

Doctor of Pharmacy (PharmD) degree, active Pharmacist license, and minimum 1+ years Pharmacist experience required. Experience in retail pharmacy operations.

Bilingual Spanish - Retail Sales Associate

Company: My Wireless - AT&T Authorized Retailer

Location: Chicago, IL

Posted Oct 04, 2025

Experience prospecting through outbound calls. Training and developing your skills to become a top My Wireless Retail Sales Associate, which leads to…

Welder

Company: Harrington Hoists

Location: South Holland, IL

Posted Oct 05, 2025

Conduct all interactions with customers (internal and external), vendors, field sales representatives, co-workers, and supervisors in a focused, positive,…

Concrete Laborer

Company: American Wilbert Vault

Location: Des Plaines, IL

Posted Oct 06, 2025

You must have a valid driver's license w/clean record, a CDL is a plus. Obtain the CDL license within 90-days from date of permit issuance.

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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