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.

Graphic Designer - Investor Relations

Company: Monroe Capital LLC

Location: Chicago, IL

Posted Jul 31, 2025

Experience: Minimum of 5 years of graphic design experience, within a financial services or investment firm, agency, or design team.

Extruder Machine Operator/Helper - 1st Shift

Company: PAXXUS

Location: Addison, IL

Posted Jul 31, 2025

Experience operating extrusion equipment in a manufacturing facility. Ability to read user manuals and complete documentation in English.

Senior Manager, Software Engineer

Company: Capital One

Location: Chicago, IL

Posted Aug 01, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

Customer Service Representative (CSR)

Company: Perillo Collision

Location: Chicago, IL

Posted Jul 31, 2025

Process repair orders, insurance claims, and payments, ensuring accuracy and compliance with procedures. Maintain accurate records of customer interactions and…

School Registered Nurse - RN (All Grade Levels)

Company: Focused Staffing

Location: Chicago, IL

Posted Jul 31, 2025

Current and valid Registered Nurse (RN) license in the state of Illinois. CPR certification (must be current). Administer prescribed medications and treatments.

Flex Officer - Multiple Shifts/Multiple Sites

Company: DSI Security Services

Location: Chicago, IL

Posted Jul 31, 2025

A valid driver's license is required. You must be able to perform routine foot patrols, moderate lifting, and work in all-weather elements.

Director of Sales, Marketing & Development - Long Term Care

Company: Trinity Rehab Services

Location: Chicago, IL

Posted Jul 31, 2025

Devise and implement a strategic plan to develop a continuous sales funnel of qualified prospects. Know how to use basic tools for planning, budgeting and…

Second Shift Machine Operator (Print Industry)

Company: GotWorX Staffing, Inc.

Location: Burr Ridge, IL

Posted Jul 31, 2025

Identify, report and fix mechanical issues. Technical experience operating inserting or similar mechanical systems a must. Pre-employment drug test, background.

Data Analyst Supporting the FBI

Company: FSA Federal

Location: Chicago, IL

Posted Jul 31, 2025

FSA’s employment practices are based on an individual’s capabilities and qualifications without regard to race, color, religion, sex (including transgender…

Senior Graphic Designer

Company: JLL

Location: Chicago, IL

Posted Jul 31, 2025

Apply professional graphic design principles and develop innovative ideas to support business development. Provide design advice and guidance to deal teams;…

Electrician- Panel Builder

Company: Sterling Engineering, Inc.

Location: Wood Dale, IL

Posted Jul 31, 2025

Work closely with mechanical and electrical teams to ensure machines are built to specification. Ability to read and interpret electrical schematics and wiring…

Interior Carpenter & Master Tradesman

Company: Airoom Architects, Builders and Remodelers

Location: Lincolnwood, IL

Posted Jul 31, 2025

Chicagoland's largest Design/Build firm, Airoom, is seeking in house master tradesmen for interior framing, cabinetry and trim, tile and wood flooring, light…

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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