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.

Sous Chef Needed for Upscale Restaurant in Chicago!

Company: EHS Recruiting Company

Location: Chicago, IL

Posted Oct 01, 2025

Ability to balance food/labor costs. $70-$75k + bonus/benefits!*. At least 2 years of CURRENT Sous Chef experience. Good tenure, no job hoppers.

Landscape Construction Laborer

Company: Premier Landscape Contractors Inc

Location: Lemont, IL

Posted Oct 01, 2025

Safely operate powered tools/equipment. Extended periods of walking outside for duration of shift. Premier Service offers the most competitive compensation…

Executive Chefs Needed for Upscale Restaurants in Chicago & Suburbs!

Company: EHS Recruiting Company

Location: Chicago, IL

Posted Oct 01, 2025

Ability to balance food/labor costs. Downtown, Rosemont, Naperville, & Downers Grove.*. $90-$110 + Bonus & Benefits!*.

Senior Data Scientist

Company: Vizient, Inc.

Location: Chicago, IL

Posted Oct 01, 2025

5 years of combined experience to include all of the following areas: building SAS/Python based ETL Pipelines and Analytic Reports; reengineering collections…

Tool Room Machinist 1st shift)

Company: Klein Tools

Location: Elk Grove Village, IL

Posted Oct 01, 2025

Fits and assembles parts into complete assembly, using jigs, fixtures, surface plates, surface table, hand tools and power tools. Ability to weld is a plus.

Entry Level Customer Sales Associate

Company: Vici Marketing, Inc

Location: Darien, IL

Posted Oct 01, 2025

Attend in-person meetings and training sessions to learn sales processes, software tools, and client updates. Reliable transportation to retail locations within…

Event Sales Associate

Company: Vici Marketing, Inc

Location: Brookfield, IL

Posted Oct 01, 2025

Engage with customers face-to-face, answer questions, and provide product knowledge. Represent our clients at live retail events and promotional setups.

Bilingual Wireless Retail Sales Associate

Company: Total Wireless - Mobile Generation Prepaid

Location: Chicago, IL

Posted Oct 01, 2025

Generar suficientes ventas para cumplir y superar los estándares de producción de la empresa y de la tienda. Estamos buscando candidatos entusiastas y con mucha…

CDL Driver

Company: Winter Services Inc

Location: Lemont, IL

Posted Oct 01, 2025

Valid Commercial Driver’s License (CDL) with a clean driving record. Comfortable navigating between job sites. Drug-free and able to pass required screenings.

Compensation Analyst Senior

Company: Endeavor Health

Location: Evanston, IL

Posted Oct 01, 2025

Education: Bachelor's Degree in Human Resources, Business Administration, Accounting, or other related field, required. Retirement Options with Company Match.

Transportation Account Analyst (Onsite; LTL exp. req. $70-80K)

Company: #twiceasnice Recruiting

Location: Chicago, IL

Posted Oct 01, 2025

Streamline existing reporting and develop additional metrics. Maintain a detailed analysis of data. LTL data analysis : 1 year (Required).

Business Analyst/Support Specialist

Company: Transervice Logistics, LLC

Location: Des Plaines, IL

Posted Oct 01, 2025

Strong verbal and written communication skills, with the ability to explain technical concepts to non-technical stakeholders.

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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