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, SEC Reporting

Company: Creative Financial Staffing

Location: Chicago, IL

Posted Aug 09, 2025

You’ll be at the forefront of SEC reporting, technical accounting research, and policy development—while enjoying a work environment that truly values balance,…

Executive Sous Chef

Company: Bub City

Location: Chicago, IL

Posted Aug 09, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

Security Officer- Security

Company: Trump International Hotel and Tower Chicago

Location: Chicago, IL

Posted Aug 09, 2025

5% Answer security telephone and safety hotline calls and respond in a timely manner based on priority. Handle undesired conduct, violations of hotel policy and…

Security Officer (Thursday - Sunday, 4pm - 11pm Shift)

Company: United Service Companies

Location: Chicago, IL

Posted Aug 08, 2025

Provide a welcoming environment and provide needed services for guests. Communicate effectively with guests while maintaining excellent hospitality and…

Regional Marketing Manager

Company: Polsinelli PC

Location: Chicago, IL

Posted Aug 08, 2025

Experience managing budgets and driving cost-effective strategies. The successful candidate will work with the Senior Regional Marketing Manager and on the…

Software Engineer - Entry Level 2026

Company: Belvedere Trading

Location: Chicago, IL

Posted Aug 09, 2025

Communicate with project managers and team leadership to develop work strategies. For our trading positions and certain engineering roles, the SIE and Series 57…

Program Manager II, Compliance, Global Affairs

Company: Google

Location: Chicago, IL

Posted Aug 08, 2025

As a Program Manager at Google, you’ll lead complex, multi-disciplinary projects from start to finish — working with stakeholders to plan requirements, manage…

Litigation Graphics Consultant

Company: Contact Government Services, LLC

Location: Chicago, IL

Posted Aug 09, 2025

Provide realistic estimates of the time required to develop specific graphics requests. Consult with client experts and third-party witnesses to develop/refine…

Associate Designer, Digital & Paid Media

Company: CRATE & BARREL

Location: Northbrook, IL

Posted Aug 09, 2025

Bachelor’s degree in Graphic Design or related field. Pay ranges will be adjusted upward as needed to comply with applicable state and local law.

Sales Associate

Company: Finray.Solar

Location: Chicago, IL

Posted Aug 08, 2025

Valid driver's license and a reliable vehicle a plus. There is no installation, no long term contracts or any fees, no credit checks - just guaranteed savings…

Carpenter / Home Improvement Specialist

Company: Mr. Handyman

Location: Chicago Ridge, IL

Posted Aug 09, 2025

Own your own professional grade tools for a large variety of jobs. The pay range for this position is $32 to $36+/hr and is dependent on your experience as a…

Senior Insider Threat Analyst

Company: Uber

Location: Chicago, IL

Posted Aug 08, 2025

Demonstrated experience working with insider risk-related technologies such as User Behavior Analytics tool sets, Data Loss Prevention tools, and SIEM tools.

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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