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.

Cloud Data Platform Engineer

Company: DRW

Location: Chicago, IL

Posted Jul 30, 2025

In this hybrid architecture-and-engineering role, you'll help design and build scalable, secure, and high-performance data platforms that enable teams across…

Manager, Investment, Affiliate and Influencer

Company: Rise

Location: Chicago, IL

Posted Jul 30, 2025

Serve as trusted advisor and consultant to clients on calls, emails, and in-person meetings. The Manager will provide strategic direction to team members…

Electrical Project Manager (Electrical Experience Required)

Company: Sievert Electric Service & Sales Co Inc

Location: Forest Park, IL

Posted Jul 30, 2025

The Electrical Project Manager will be responsible for overseeing electrical contracting projects, managing budgets, leading electrical design efforts, and…

Data Analyst - Regulatory Data and Systems ( or recent graduate opportunity)

Company: BMO US

Location: Chicago, IL

Posted Jul 30, 2025

Participates in the design, implementation and management of core business processes to ensure the accuracy of risk data used in reporting.

Sr. Measurement & Insights Analyst

Company: Uber

Location: Chicago, IL

Posted Jul 30, 2025

Collaborate hands-on with tech partners to design and build automated dashboards and tools that democratize and scale access to these insights.

Department Manager - Plumbing

Company: American Vintage Home

Location: Chicago, IL

Posted Jul 30, 2025

Assist sales staff with design, layout, equipment, and material selections when needed. Identify technical weaknesses in trainees and provide support and…

Software Engineer

Company: Morningstar

Location: Chicago, IL

Posted Jul 30, 2025

You will be exposed to all aspects of product development: design of user experience, system architecture, model development, productionizing models, API/…

Customer Service Representative - Full-Time

Company: United Airlines

Location: Chicago, IL

Posted Jul 30, 2025

You will be interacting with our domestic and international customers in our lobbies and at gates, helping them with ticketing, baggage, greeting customers as…

CDL A Truck Driver Owner Operators w/ Sleeper Cab & Own Authority / All Diesel Covered/ Midwest Run

Company: SLS Transportation

Location: Chicago, IL

Posted Jul 30, 2025

Over 30 years of experience in servicing Confectionery, Pharmaceutical, Nutraceutical, Food, and Grocery Industries. Our Drivers are guaranteed stability all…

Senior Financial Analyst, Data Center Acquisitions, Energy finance

Company: Google

Location: Chicago, IL

Posted Jul 30, 2025

Bachelor's degree in Business, Finance, Economics, Statistics, or another quantitative field, or equivalent practical experience.

Mortgage Sales Account Executive / Area Manager

Company: Lendsure Mortgage- Wholesale Non -QM

Location: Chicago, IL

Posted Jul 30, 2025

Your duties shall be to solicit and obtain, on a wholesale basis, residential mortgage loan submissions which conform to LendSure’s loan programs, underwriting…

Overnight Customer Service Representative

Company: Midwest Foods

Location: Chicago, IL

Posted Jul 30, 2025

Manage high volume of phone calls. Experience in data entry and navigating databases. Able to handle finishing bills for 40 routes (600 invoices) in a timely…

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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