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.

Branch Office Administrator

Company: Edward Jones

Location: Belleville, IL

Posted Jan 23, 2025

Pharmacy Technician

Company: CVS Health

Location: Marion, IL

Posted Jan 23, 2025

CVS Health is inviting applications for Pharmacy Technicians, emphasizing their commitment to human-centric healthcare. The role involves delivering compassionate care, managing pharmacy workstations, and ensuring regulatory compliance. New hires must complete a training program and meet state board of pharmacy requirements. The position offers opportunities for career growth and a range of benefits, including medical, dental, vision, 401(k), life insurance, disability benefits, and well-being programs.

Store Associate

Company: CVS Health

Location: Springfield, IL

Posted Jan 23, 2025

CVS Health is seeking Retail Store Associates to join their team, emphasizing a human-centric approach to healthcare. The role involves providing excellent customer service, maintaining the sales floor, supporting store activities, and assisting in the pharmacy. The company offers competitive pay, comprehensive benefits, and opportunities for career growth. No prior retail experience is required, but a high school diploma is preferred.

BA (Collateral Management)

Company: Wipro

Location: Quincy, IL

Posted Jan 23, 2025

Facilities Manager

Company: Grainger

Location: Lake Forest, IL

Posted Jan 23, 2025

Grainger, a leading industrial distributor, is seeking a Facilities Manager for its corporate headquarters. The role involves leading a team, maintaining facilities, ensuring safety and cleanliness, and collaborating with various departments. The company offers competitive compensation, comprehensive benefits, and a positive work environment. Requirements include a Bachelor's Degree, 10+ years of experience, and technical knowledge in facilities maintenance.

Field Sales Consultant

Company: Sunrun

Location: Park Ridge, IL

Posted Jan 23, 2025

Sunrun is seeking a Field Sales Consultant to self-generate sales leads and conduct in-home presentations on solar products. The role involves creating effective sales strategies, providing an industry-leading customer experience, and building long-lasting relationships. The ideal candidate should have at least 1 year of sales experience, excellent communication skills, and comfort with technology. Sunrun offers a full benefits package, competitive salary, and performance incentives. The company is committed to diversity, inclusion, and belonging.

Food Production Worker I - Millikin University

Company: Aramark

Location: Decatur, IL

Posted Jan 23, 2025

The Food Production Worker role at Aramark involves responsibilities such as inventory management, customer service, food preparation, and adherence to food safety and sanitation procedures. The hourly wage ranges from $15.00 to $17.00, with potential for additional compensation. Benefits include medical, dental, vision, retirement savings plans, and paid days off. The role requires food safety certification, ability to work independently, and excellent customer service skills. Physical demands may include lifting and extended standing. Aramark promotes equal employment opportunities and career development.

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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