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.

Registered Nurse

Company: DAVITA

Location: Chicago, IL

Posted May 29, 2025

Comprehensive benefits: Medical, dental, vision, 401(k) match, paid time off, PTO cash out. Associates Degree in Nursing (A.D.N) from accredited school of…

Communications and Marketing Manager

Company: The University of Chicago

Location: Chicago, IL

Posted May 29, 2025

A bachelor’s degree from an accredited four-year college or university with a degree in journalism, communications, public relations, marketing, or related…

AI Implementation Engineer

Company: Intercom

Location: Chicago, IL

Posted May 30, 2025

If you have a strong background in AI tools and / or Large Language Models, integration via RESTful API endpoints, experience in technical software…

Seasonal Business Tax Expert

Company: Intuit

Location: Chicago, IL

Posted May 29, 2025

The ideal candidate will possess a strong knowledge of federal and state tax laws and regulations for business and personal tax returns, as well as significant…

Lead Software Engineer, Back End (Enterprise Platforms Technology)

Company: Capital One

Location: Chicago, IL

Posted May 29, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

Business Tax Accountant - Work From Home

Company: Intuit

Location: Chicago, IL

Posted May 29, 2025

The ideal candidate will possess a strong knowledge of federal and state tax laws and regulations for business and personal tax returns, as well as significant…

Right Angle Technical Architect

Company: Horizontal Talent

Location: Chicago, IL

Posted May 30, 2025

Lead technical architecture design and implementation for RightAngle projects. Collaborate with stakeholders to translate business needs into scalable technical…

Sushi Sous Chef

Company: RPM Seafood

Location: Chicago, IL

Posted May 30, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

Senior Business Tax Accountant - Work From Home

Company: Intuit

Location: Chicago, IL

Posted May 29, 2025

The ideal candidate will possess a strong knowledge of federal and state tax laws and regulations for business and personal tax returns, as well as significant…

Sous Chef- Parker Hospitality

Company: Parker Hospitality

Location: Chicago, IL

Posted May 29, 2025

Partner with FOH staff to address guest concerns related to food quality or timing. This role assists in supervising kitchen staff, maintaining cleanliness and…

Seasonal Business Tax Associate

Company: Intuit

Location: Chicago, IL

Posted May 29, 2025

The ideal candidate will possess a strong knowledge of federal and state tax laws and regulations for business and personal tax returns, as well as significant…

Welder

Company: OPW

Location: Skokie, IL

Posted May 30, 2025

Benefits: Our total rewards package for eligible team members also includes: a 401(k) savings plan with employer contributions; medical, dental and vision…

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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