Flexible Work Arrangements Jobs in Chicago, IL

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Looking for Flexible Work Arrangements jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Work Arrangements position in the Chicago, IL area.

Product Analyst

Company: CI Financial Corp.

Location: Chicago, IL

Posted Aug 19, 2025

Demonstrated expertise and certifications in Salesforce or willingness to obtain administrator/consultative certification within 90 days.

Registered Nurse

Company: Oak Street Health

Location: Oak Park, IL

Posted Aug 19, 2025

Active Registered Nurse (RN) Licensure in good standing with the applicable state. Qualified applicants with arrest or conviction records will be considered for…

Project Manager, Applied Research & Evaluation (Remote)

Company: Susan G. Komen

Location: Chicago, IL

Posted Aug 19, 2025

PMP or similar project management certification from a reputable source (e.g.: PIMI) is highly encouraged / preferred. Bi-weekly work from home stipend.

Remote Teacher

Company: Tutor Me Education

Location: Chicago, IL

Posted Aug 19, 2025

Previous tutoring/teaching experience highly preferred. Ability to make learning fun and interactive, with the focus of the tutoring often determined by student…

Truck Driver

Company: Atlas Toyota Material Handling, LLC

Location: Bedford Park, IL

Posted Aug 19, 2025

Hold a valid CDL-A license with a clean driving record. Experience and certification in the operation of forklifts and aerial lift equipment.

Senior Manager, Software Engineering, Back End

Company: Capital One

Location: Chicago, IL

Posted Aug 19, 2025

Capital One is an equal opportunity employer (EOE, including disability/vet) committed to non-discrimination in compliance with applicable federal, state, and…

Business Analyst II

Company: Elevance Health

Location: Chicago, IL

Posted Aug 19, 2025

BA/PO/PMO certification is a plus. Works with programming staff to ensure requirements will be incorporated into system design and testing.

Senior Lead AI Engineer (Foundation Model Hosting)

Company: Capital One

Location: Chicago, IL

Posted Aug 19, 2025

Experience developing and applying state-of-the-art techniques for optimizing training and inference software to improve hardware utilization, latency,…

Lead Software Engineer, Back End ( Java, AWS)

Company: Capital One

Location: Chicago, IL

Posted Aug 19, 2025

As a lead of the engineering team, you will define business requirements, conduct technical design discussions, and lead the way implementing complex solutions…

BUSINESS ANALYST - CHI

Company: Alexander Group

Location: Chicago, IL

Posted Aug 19, 2025

Conduct data analysis including basic statistical analysis. The Business Analyst career track includes promotion to Associate Consultant to Management…

Sr Software Engineer – Frontend (Chicago, IL)

Company: HERE Technologies

Location: Chicago, IL

Posted Aug 19, 2025

Contribute to technical design and architecture discussions. Experience with state management libraries like NgRx or Redux.

NewsNation Senior Graphic Designer

Company: Nexstar Broadcasting

Location: Chicago, IL

Posted Aug 19, 2025

Duties such as photography, photo editing, print design, large format design, environmental design, projection map design web design, social media design, on…

Frequently Asked Questions

What are typical salary ranges by seniority for flexible work arrangement roles?
Junior remote developers earn $70k–$95k, mid‑level professionals earn $95k–$140k, and senior specialists or leads earn $140k–$200k. Remote‑specific allowances can add 5–10% on top of base pay for high‑cost‑of‑living locations.
What skills and certifications are required for flexible work roles?
Core technical skills include Git, Docker, Kubernetes, and proficiency in at least one cloud platform (AWS, Azure, GCP). Remote collaboration skills involve Slack, Zoom, Notion, and Asana. Certifications such as Certified Remote Work Manager, AWS Certified Solutions Architect, Azure Fundamentals, Google Cloud Professional, PMP, or CSM are highly valued.
How widely available are remote work opportunities in this category?
All 2964 positions support remote work, offering full‑time, part‑time, and contract options. Companies provide VPN, zero‑trust security, and remote onboarding tools, enabling employees to start from any location with a reliable internet connection.
What career progression paths exist for professionals in flexible work arrangements?
Typical paths move from Junior Remote Engineer → Senior Remote Engineer → Remote Technical Lead → Remote Engineering Manager or Remote Product Lead. Parallel tracks include Remote UX Lead, Remote Data Lead, or Remote Customer Success Manager, with opportunities to transition into remote operations or CTO roles.
What industry trends are shaping flexible work arrangements?
The remote‑first trend is accelerating, with 60% of tech firms adopting hybrid models by 2025. Adoption of AI‑driven collaboration tools, real‑time code review, and remote cybersecurity protocols is increasing. Companies increasingly offer remote benefits such as home‑office stipends and global health plans, driving higher demand for qualified remote professionals.

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