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.

Customer Success Director

Company: Greenshoe AI

Location: Chicago, IL

Posted Jul 28, 2025

You will own the customer experience, develop trusted advisor relationships, and drive adoption, engagement, and retention. Be as specific as possible.

Experienced Sales/Leasing Consultant

Company: Village Green

Location: Chicago, IL

Posted Jul 28, 2025

Promote the community through engaging social media content, creating and executing posts that enhances online presence and attract prospective residents. .

Carpenter / Fireplace Installer

Company: American Heritage Inc.

Location: Chicago, IL

Posted Jul 28, 2025

*Utilize Diverse Trade Skills:* Apply your experience in carpentry, plumbing, electrical, and HVAC systems to ensure seamless and comprehensive installations.

Bi-lingual Member Support Representative-French-English

Company: Midtown Athletic Club

Location: Chicago, IL

Posted Jul 28, 2025

Eager to answer a high volume of calls, emails, and/or tickets daily. Maintain a positive, empathetic, and professional attitude toward members at all times…

Data and Business Analyst

Company: Illinois Institute of Technology

Location: Chicago, IL

Posted Jul 28, 2025

Defines functional requirements for automating business processes and oversees data entry and user protocol for non-technical solutions.

Sous Chef

Company: FAIRMONT

Location: Chicago, IL

Posted Jul 28, 2025

Create unforgettable culinary experiences for our guests. Consistently offer professional, friendly and proactive guest service while supporting fellow…

Customer Service Associate

Company: Jet Brite

Location: Chicago, IL

Posted Jul 28, 2025

Strive for customer satisfaction by ensuring a thorough and enjoyable wash for all guests. Must live within a 25-minute commute of Jet Brite location.

Event Floorplan Designer and Graphic Production Specialist

Company: SourceOne Events

Location: Elmhurst, IL

Posted Jul 28, 2025

*Skills:* Proficiency in CAD software, graphic design tools (e.g., Adobe Creative Suite), and CNC machine operation. 401K with a company match up to 7%.

Sales Associate - Car Wash

Company: Jet Brite

Location: Northlake, IL

Posted Jul 28, 2025

Use and develop critical thinking, listening, and technical skills while supporting and collaborating with team members. At least 16 years of age.

People Analyst, Analytics for Googlers

Company: Google

Location: Chicago, IL

Posted Jul 28, 2025

Whether recruiting the next Googler, refining our core programs, developing talent, or simply looking for ways to inject some more fun into the lives of our…

Sous Chef/Kitchen Manager

Company: Pour Destino

Location: Elmhurst, IL

Posted Jul 28, 2025

Communicate effectively to solve challenges, implement new strategies, and contribute directly to the success of both restaurants.

Executive Chef - NRO

Company: Amada Restaurants

Location: Chicago, IL

Posted Jul 28, 2025

Associate or bachelor's degree in culinary arts highly preferred. Minimum 3 years culinary leadership experience, preferably in a high profile, culinary driven…

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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