Flexible Work Schedule Jobs in Chicago, IL

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Looking for Flexible Work Schedule jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Work Schedule position in the Chicago, IL area.

Employee Care Global Process Owner

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 23, 2025

The job description outlines a role for an Employee Care Global Process Owner at Kraft Heinz. The position involves designing and managing global capabilities for employee care processes, collaborating with internal and external partners, and establishing key performance indicators. The ideal candidate should have deep functional expertise in various employee processes, problem-solving skills, and experience in continuous improvement methodologies. The role is based in Chicago, IL, and offers a competitive salary range, performance-based bonus, and comprehensive benefits package. Kraft Heinz is an equal opportunity employer.

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.

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 for flexible work schedule roles at different seniority levels?
Entry‑level (0‑2 years) $60k–$80k; Mid‑level (2‑5 years) $80k–$120k; Senior (5‑10 years) $120k–$180k; Lead/Principal (10+ years) $180k–$250k. International remote roles may have adjusted ranges such as $40k–$60k in emerging markets, reflecting local cost of living while maintaining equity.
What key skills and certifications are required for flexible work schedule positions?
Technical: Proficiency in Git, Docker, Kubernetes, and cloud platforms (AWS Certified Solutions Architect, Google Cloud Professional Data Engineer, or Azure Solutions Architect). Agile and project tools: Jira, Confluence, and automated testing frameworks. Soft skills: asynchronous communication, cultural competence, self‑management, and time‑zone coordination. Certifications like Certified Scrum Master (CSM), ITIL Foundation, and PMP are highly regarded for product and project roles.
Is remote work always an option for flexible schedule roles?
Most flexible schedule positions offer 100% remote or hybrid arrangements, with occasional on‑site requirements for quarterly collaboration or training. Companies often specify the percentage of remote work (e.g., 80% remote, 20% on‑site) and provide stipends for home‑office equipment. Applicants can verify the remote policy in the job description or during the interview.
What career progression paths exist within flexible work schedule roles?
Typical paths include: Junior Engineer → Senior Engineer → Tech Lead → Principal Engineer → Engineering Manager; or Product Manager → Senior Product Manager → Director of Product → VP of Product. Lateral moves into architecture, security, or data science are common for professionals seeking broader impact while maintaining flexible arrangements.
What are the current industry trends affecting flexible work schedule jobs?
Key trends: growth of asynchronous communication tools (e.g., Loom, Notion), AI‑driven workflow automation (e.g., GitHub Copilot, ChatGPT for code review), distributed version control at scale, micro‑tasking platforms, flexible sprint lengths, well‑being metrics integration, and digital nomad visas supporting cross‑border talent. Companies are also investing in continuous learning portals and remote‑first hiring practices.

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