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.

Floor Technician

Company: Sodexo

Location: Chicago, IL

Posted Aug 21, 2025

Full array of benefits that support you and your family’s wellbeing, including paid time off, holidays, medical, dental, vision, tuition reimbursement, 401k,…

Millwork Installer / Finish Carpenter

Company: Demeter Millwork

Location: Chicago, IL

Posted Aug 21, 2025

Able to use common hand tools and power tools. Troubleshoot and repair issues with millwork components and equipment. High school diploma or GED certificate.

Client Experience Associate

Company: Star Communications LLC.

Location: Chicago, IL

Posted Aug 20, 2025

Tech-savvy and quick to learn new tools and platforms. Share client feedback to help improve our service and products. Salary starts at $26 per hour.

Janitor - On Call

Company: Advanced Building Maintenance Inc

Location: Chicago, IL

Posted Aug 21, 2025

The Janitor will ensure that our facility remains a welcoming and sanitary space for visitors, and staff. Perform routine cleaning tasks, including sweeping,…

Manager, Graphic Design

Company: McGuireWoods LLP

Location: Chicago, IL

Posted Aug 21, 2025

Bachelor’s degree in graphic design or related field required. Set design vision and strategy while overseeing execution of day-to-day projects.

Data and AI Architect

Company: Sargent & Lundy

Location: Chicago, IL

Posted Aug 20, 2025

Evaluate, design, and implement comprehensive automation strategies across Sargent & Lundy’s Data and AI/ML platforms, driving continuous improvement in…

Data Scientist - Operations Research

Company: United Airlines

Location: Chicago, IL

Posted Aug 21, 2025

Designs analytic plan/develop hypotheses to test; understands limitations of analysis (what it can and cannot be used for).

Insulation Sales Consultant

Company: Perma-Seal Basement Systems

Location: Burr Ridge, IL

Posted Aug 21, 2025

Maintain a valid driver license to travel to our customers’ home for scheduled appointments. Explain financing options to clients and collect payments and…

Cabinet Maker

Company: Demeter Millwork

Location: Chicago, IL

Posted Aug 21, 2025

Ability to utilize all machinery / tools as well as assist in all aspects of the shop maintenance. Experience in reading and interpreting shop drawings.

BUILDING AND ZONING INSPECTOR - DEPARTMENT OF BUILDING AND ZONING (COUPE-CARPENTER B&Z)

Company: Cook County Offices Under the President

Location: Cook County, IL

Posted Aug 21, 2025

Candidates who are contacted will be required to produce original required documents (e.g., current driver’s license, diploma, school transcript, certifications…

Plan-to-Fulfill Reporting & Analytics Analyst

Company: Wm. Wrigley Jr.

Location: Chicago, IL

Posted Aug 21, 2025

Partner with technical teams to align data model objects with appropriate technical objects in SAP. Bachelor's degree in a relevant business function or…

Mobile Security Patrol officer

Company: Per Mar Security Services

Location: Oak Brook, IL

Posted Aug 20, 2025

Must have personal own vehicle! . The selected individual will patrol and secure assigned premises as well as identify risks to staff and patrons.

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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