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.

Senior Manager, Software Engineering, Full Stack (Python, GoLang, Java, AWS)

Company: Capital One

Location: Chicago, IL

Posted Jul 10, 2025

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

Installer/Plumber

Company: Legendary Service

Location: Chicago, IL

Posted Jul 10, 2025

Valid driver's license with a clean driving record. Clearly explain diagnoses and repair or installation options to customers in a professional, polite manner.

Welder (TIG) 2d Shift

Company: Hydro, Inc.

Location: Chicago, IL

Posted Jul 10, 2025

Welding certification in 6g, a plus. You will be responsible for setting up and operating a variety of welding equipment, including an electric-welding…

Entry Level Sales Associate

Company: Customer Sales Representative

Location: Burr Ridge, IL

Posted Jul 10, 2025

Learn and implement sales scripts, client product information, and promotional strategies. Track and achieve weekly and monthly sales goals.

Janitorial / Cleaning Crew / Porter

Company: Dunkin Donuts

Location: Skokie, IL

Posted Jul 10, 2025

Prior experience as janitor, janitorial crew, cleaning crew, crew member, team member, porter, handyman is helpful to the success at this job.

Cabinet Finisher (2 Plus Years Finishing Experience Required)

Company: Renew Medic Chicago

Location: Bensenville, IL

Posted Jul 10, 2025

Occasionally perform work in the field on job sites doing cleaning, touch-ups, precision repairs, painting, and re-finishing. Expected hours: 40 – 50 per week.

Customer Service Representative/Clerical

Company: Insurance Placement Solutions

Location: Riverside, IL

Posted Jul 10, 2025

Answer incoming phone calls and assist clients with policy-related inquiries. Provide support with daily clerical tasks such as organizing mail and data entry.

Project Manager - Civil

Company: F.H. Paschen

Location: Chicago, IL

Posted Jul 10, 2025

Knowledge of construction, design, cost reporting and cash flow management. Develop field quality assurance and quality control plan with Superintendent.

Custodian I

Company: New Life Covenant Church SE

Location: Chicago, IL

Posted Jul 10, 2025

Valid Illinois driver’s license with ability to maintain insurability. Represent organization professionally in all interactions with members, visitors and…

Project Manager - JOC

Company: F.H. Paschen

Location: Chicago, IL

Posted Jul 10, 2025

Knowledge of construction, design, cost reporting and cash flow management. Develop field quality assurance and quality control plan with Superintendent.

Master Plumber

Company: Leaf Home

Location: Chicago, IL

Posted Jul 10, 2025

Train, coach and develop installation employees and contractors both in the office and in the field. Must hold a valid driver's license.

Machinist II

Company: Dart Container

Location: Chicago, IL

Posted Jul 10, 2025

Ability to obtain and maintain powered industrial truck (PIT) license. Read blueprints, schematics, specifications, bills of material, and various technical…

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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