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.

Carwash Attendant/ Customer Service

Company: Graham Enterprise, Inc

Location: Oakbrook Terrace, IL

Posted Aug 09, 2025

Treat each customer as a guest. Perform visual inspections in the tunnel and back room to ensure all equipment and chemicals are functioning properly.

View Details Apply on SimplyHired

Patient Care Contact Center Representative

Company: ACCESS Community Health Network

Location: Chicago, IL

Posted Aug 10, 2025

If personal vehicle is employed, a current driver’s license and proof of insurance is required. Return patient calls/messages and provide additional information…

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RN Emergency Room- PRN

Company: Infosage system

Location: Chicago, IL

Posted Aug 09, 2025

Please let me know the best time to connect and your preferred method of communication (call or text), so we can coordinate accordingly. Pay*- $45-$50/hrs.

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OFSAA Finance Data Analyst Sr

Company: Huntington Bank

Location: Chicago, IL

Posted Aug 09, 2025

The Senior Financial Analyst will examine data and variances, build out and enhance data management processes, develop KPI metrics and provide analysis that is…

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Master Plumber

Company: Leaf Home

Location: Chicago, IL

Posted Aug 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.

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B&B Mechanic Assistant (Carpenter/Helper)

Company: Metra

Location: Chicago, IL

Posted Aug 09, 2025

Must possess and maintain a valid driver's license. Starting pay rates may vary based on entry rates in the Collective Bargaining Agreement (CBA).

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Manager, GenAI Engineer

Company: Deloitte

Location: Chicago, IL

Posted Aug 09, 2025

A bachelor's degree in computer science, software engineering, or a related discipline. The ideal candidate will be a dependable team player and mentor,…

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Executive Chef

Company: Hyatt Lodge Oak Brook

Location: Oak Brook, IL

Posted Aug 09, 2025

College degree or certification in culinary field/hospitality field preferred. 4+ years kitchen management experience.

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401(k) dental insurance health insurance

Generalist OBGYN or OB Hospitalist - Premier Practice Downtown Chicago

Company: Unified Women's Healthcare

Location: Chicago, Illinois

Posted Aug 10, 2025

View Details Apply on healthecareers.com

Midmarket Software Sales - Founding Team Member for AI Startup

Company: Nestbox AI

Location: Chicago, IL

Posted Aug 10, 2025

*Founder-Level Impact:* You’ll be the first sales hire, working directly with our technical founders to shape GTM strategy, refine our offering for midmarket…

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Hotel Security

Company: Hilton Suites Oakbrook Terrace

Location: Oakbrook Terrace, IL

Posted Aug 09, 2025

Patrol all areas of the property and assist guests with room access. Respond to accidents and assist guests/employees during emergency situations.

View Details Apply on SimplyHired

Private Preschool Teacher

Company: TeacherCare

Location: Flossmoor, IL

Posted Aug 09, 2025

Clean driving record and comfortability driving children to and from actives. Background in early childhood education or related field is preferred; Montessori…

View Details Apply on SimplyHired

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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