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.

Journeyman Plumber

Company: Point Plumbing Inc

Location: Elmwood Park, IL

Posted Sep 03, 2025

A valid commercial driving license is preferred but not mandatory. Utilize hand tools, power tools, and welding equipment for various plumbing tasks.

Software Engineer I

Company: SpotOn Transact

Location: Chicago, IL

Posted Sep 03, 2025

This role involves active participation in building and optimizing both front-end and back-end systems, collaborating on software delivery processes, managing…

Industrial HVAC Technician - 1st Shift

Company: Talento Search Group

Location: Skokie, IL

Posted Sep 03, 2025

Perform repairs and maintenance on HVAC equipment, chillers, boilers, air compressors, and air handlers. At least 3 years of HVAC experience manufacturing…

Lead Data Insights Analyst

Company: BMO Financial

Location: Chicago, IL

Posted Sep 03, 2025

Typically between 5 - 7 years of relevant experience and post-secondary degree in related field of study or an equivalent combination of education and…

Lead Machine Learning Engineer

Company: Capital One

Location: Chicago, IL

Posted Sep 03, 2025

Master's or doctoral degree in computer science, electrical engineering, mathematics, or a similar field. You’ll participate in the detailed technical design,…

Customer Service Representative - Specialty Care Building Perioperative Services

Company: University of Illinois

Location: Chicago, IL

Posted Sep 03, 2025

Screens and routes incoming calls to appropriate parties (using telephone paging system if necessary); relays general information and information concerning…

Business Data Scientist, Machine Learning

Company: Google

Location: Chicago, IL

Posted Sep 03, 2025

4 years of experience using analytics to solve product or business problems, coding (e.g., Python, R, SQL), querying databases or statistical analysis.

Precision CNC Machinist

Company: Janler

Location: Chicago, IL

Posted Sep 03, 2025

Mastercam programming or 5-axis experience, a plus - we will train! Clean, air-conditioned work environment in a modern 20,000 sq. ft. facility.

Graphic Designer

Company: Number Project, LLC

Location: Chicago, IL

Posted Sep 03, 2025

Produce artwork for signage, swag, stage design elements, and print collateral. Create digital/social graphics that bring campaigns to life.

Customer Service/Sales Representative

Company: Vici Marketing, Inc

Location: Oak Lawn, IL

Posted Sep 03, 2025

Engage with customers through various channels, including phone calls, emails, and chat, to provide information about products and services.

Controller (5+ yrs exp req; up to $140k; Easy Access/Onsite Parking)

Company: #twiceasnice Recruiting

Location: Chicago, IL

Posted Sep 03, 2025

Comply with federal, state, and local legal requirements on needed actions. Maximize return and limit risk on cash by minimizing bank balances and making…

Lead/Trim Carpenter

Company: ME Olson Construction

Location: Elmhurst, IL

Posted Sep 03, 2025

Utilize hand tools and power tools efficiently for various construction tasks. Experience with plumbing, electrical work, metal stud framing, construction…

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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