Flexible Work Arrangements Jobs in Chicago, IL

74,530 open positions · Updated daily

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.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3208)

Company: Target

Location: Chicago, IL

Posted Jan 23, 2025

Target offers flexible on-demand work with a pay range of $17.75 - $26.65 USD per hour. On-demand team members can create their own schedules by picking up shifts via the myTime mobile app. Regular attendance is required, with shifts needed every 4 weeks. The role involves providing exceptional guest service, maintaining store appearance, and handling various tasks such as cashiering, stocking, and price accuracy. Target values team members' growth and offers training. Essential skills include focus in a fast-paced environment, communication, and physical capabilities like lifting up to 44 pounds.

General Merchandise, Closing, Fulfillment (T2035)

Company: Target

Location: Tinley Park, IL

Posted Jan 23, 2025

Target is offering a Fulfillment Expert position with a starting hourly rate of $16.75 USD and a pay range of $16.75 USD - $25.15 USD. The role involves a dynamic work environment, where team members help guests discover joy in everyday life. Responsibilities include creating a welcoming experience, engaging with guests, and managing order pickup, drive up, and ship to home orders. The ideal candidate should be at least 18, have a welcoming attitude, be tech-savvy, and capable of working in a fast-paced environment.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T0837)

Company: Target

Location: Oak Park, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is offering a Guest Advocate role with a starting hourly rate of $16.75 USD. The position involves providing exceptional guest service, engaging with guests, and promoting Target's services and benefits. The role is dynamic, involving tasks like scanning, bagging, and maintaining a clean work area. Target values teamwork, communication, and a positive attitude. The job requires flexibility, attention to detail, and the ability to work in varying conditions.

Sr. Software Engineer (Remote)

Company: Inspira Financial

Location: Chicago, IL

Posted Jan 23, 2025

Inspira Financial is seeking a Senior Software Engineer to join their team. The role involves the full software development life cycle, working closely with design and product teams, mentoring team members, contributing to engineering standards, and ensuring nonfunctional requirements are met. The ideal candidate should have 5+ years of experience in software architecture, strong knowledge of software architecture principles, and proficiency in Node.js, React, TypeScript, Apollo GraphQL, Git, PostgreSQL, Google Cloud, Jest, Docker, and CICD Pipelines. The company values diversity, collaboration, and continuous learning.

Principal Business Analyst

Company: Discover

Location: Riverwoods, IL

Posted Jan 23, 2025

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage , Starbucks) (T1879)

Company: Target

Location: Chicago, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is seeking a General Merchandise Expert. The role involves creating a welcoming experience for guests, ensuring product availability, accurate pricing, and presentation. Responsibilities include executing daily workload, managing inbound, outbound, replenishment, inventory accuracy, and presentation processes. The ideal candidate should possess a welcoming attitude, communication skills, attention to detail, and ability to work in a fast-paced environment. Target offers training and competitive benefits.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment, Food and Beverage, Style (T1323)

Company: Target

Location: St. Charles, IL

Posted Jan 23, 2025

Target is offering an On-Demand role with a pay range of $16.25 - $24.40 USD per hour. This role is flexible, allowing employees to create their own schedule via the myTime mobile app. The position involves advocating for guest experience, providing excellent service, and engaging with guests to understand their needs. Regular attendance is required, with the option for flexibility in personal circumstances. Successful candidates will undergo a Target Welcome orientation and short-term training. The role involves communicating with guests, solving their concerns, and promoting Target's services and benefits.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3349)

Company: Target

Location: Chicago, IL

Posted Jan 23, 2025

Target offers flexible on-demand work with a pay range of $17.75 - $26.65 USD per hour. On-demand team members can create their own schedules by picking up shifts via the myTime mobile app. Regular attendance is required, with shifts needed every 4 weeks. The role involves providing exceptional guest service, maintaining store appearance, and handling various tasks such as cashiering, stocking, and price accuracy. Target values team members' growth and offers training. Essential skills include focus in a fast-paced environment, communication, and physical capabilities like lifting up to 44 pounds.

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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