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.

Staff Accountant

Company: Fooda

Location: Chicago, IL

Posted Aug 05, 2025

The Staff Accountant is super organized, possesses technical accounting and reporting skills, and has experience working in a high growth environment.

RN - Outpatient Headache Clinic

Company: Endeavor Health

Location: Chicago, IL

Posted Aug 05, 2025

Education: Successful completion of an Associate’s degree, diploma, or BSN from an accredited school of nursing required. Premium pay for eligible employees.

Carpenter

Company: Leahy Construction

Location: Oak Park, IL

Posted Aug 05, 2025

Strong knowledge of hand tools, power tools, concrete forming techniques, plastering methods, rebar installation, masonry, plumbing, electrical experience,…

Orangetheory Fitness Sales Associate

Company: Perloff Providence Venture

Location: Chicago, IL

Posted Aug 05, 2025

Delivering an exceptional and versatile sales and service experience to all members and guests– generating inspiration that leads to fitness goal pursuit with…

Automotive Sales/Product Specialist

Company: Berman Star Nissan

Location: Niles, IL

Posted Aug 05, 2025

You have a valid driver’s license with a clean driving record (3 year min). You enjoy problem solving under pressure and have shown an ability to remain calm,…

Service Plumber

Company: Deljo Heating & Cooling

Location: Chicago, IL

Posted Aug 05, 2025

Valid driver's license with an insurable driving record. 1+ years of plumbing field experience and installation experience. Willing to invest in tools.

Unarmed Security Guard (Part-time)

Company: Silver Star Protection Group

Location: Chicago, IL

Posted Aug 05, 2025

Current driver’s license and dependable transportation. Must have a valid PERC card and FOID Card. Monitor surveillance and security alarm systems.

Registered Nurse

Company: Northwestern Medicine

Location: Chicago, IL

Posted Aug 05, 2025

Current State of Illinois, Registered Professional Nurse license. Based on the NMH framework for practice, the registered professional clinical nurse (RN) is…

Sr. Data Analyst

Company: Novacoast Staffing Services

Location: Chicago, IL

Posted Aug 05, 2025

*Education:* Bachelor’s degree in Data Analytics, Computer Science, Healthcare Analytics, Finance, or a related field. Tools You’ll Work With*.

Manager, Strategic Partnership Development

Company: Capital One

Location: Chicago, IL

Posted Aug 05, 2025

You will help design and craft the supporting materials for the internal business case, transaction design and structuring, and investor marketing process.

Cambria Hotel Chicago Loop - Theatre District - Safety & Security Officer

Company: Aimbridge Hospitality

Location: Chicago, IL

Posted Aug 05, 2025

The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Previous experience in a safety and security role…

Special Education Teacher

Company: Noble Schools

Location: Chicago, IL

Posted Aug 05, 2025

Illinois Teaching License (PEL or ELS) with Learning Behavior Specialist I endorsement (LBSI) or out-of-state equivalent of a Special Education teaching license…

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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