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.

Pharmacy Customer Service Associate

Company: Walgreens

Location: McHenry, IL

Posted Jan 24, 2025

The job description involves delivering a distinctive and delightful customer experience, including greeting customers, offering assistance, resolving issues, and ensuring positive interactions. The role also includes operating a cash register, processing prescriptions under pharmacist supervision, maintaining store cleanliness, and handling inventory. The employee is expected to adhere to company policies, maintain knowledge of healthcare and pharmacy, and complete necessary training and certifications. Fluency in English, flexibility for various shifts, and good math and computer skills are preferred.

To-Go Hospitality

Company: Cracker Barrel

Location: Marion, IL

Posted Jan 24, 2025

Cracker Barrel Old Country Store in Marion, IL is seeking a To-Go Specialist. The role involves supporting the catering and to-go side of the business, ensuring guests can enjoy their homestyle favorites on-the-go. Responsibilities include taking detailed orders, swiftly packing meals, and maintaining a clean and well-stocked To-Go area. The position offers growth opportunities, great benefits, and a culture of hospitality. It's a tipped role with no tipping-out required. Cracker Barrel is committed to an inclusive culture, valuing diversity and equality.

Customer Service Associate

Company: Walgreens

Location: Jacksonville, IL

Posted Jan 24, 2025

The text describes a job role focused on delivering a distinctive and delightful customer experience. The responsibilities include engaging customers, providing efficient checkout service, resolving customer issues, and sharing customer service best practices with team members. The role also involves operational tasks such as maintaining store cleanliness, implementing asset protection procedures, and ensuring compliance with regulated product laws. The job requires fluency in English and a flexible schedule, including evenings and weekends. Preferred qualifications include prior retail experience and familiarity with Walgreens.

Payroll Manager

Company: True Value Company

Location: Chicago, IL

Posted Jan 24, 2025

The role involves managing various payroll processes, including planning, preparation, distribution, reporting, and control. This includes overseeing wage calculations, ensuring compliance with federal and state laws, and timely and accurate payments. The individual will also manage training and staff activities, and assist in developing new procedures and policies for payroll, accounting, benefits, and human resources. Key responsibilities include managing accounts payable transactions, overseeing expense invoice payment, pcard and T&E processing, and managing a team of AP correspondents. The role requires a Bachelor's Degree in Accounting or equivalent experience, and 5-7 years of experience in Finance and/or Accounting. An MBA is preferred.

Pharmacy Operations Manager

Company: Walgreens

Location: Bolingbrook, IL

Posted Jan 24, 2025

The role involves performing day-to-day non-clinical pharmacy operations, administrative tasks, and ensuring efficient workflow and positive patient experience. The individual will serve as a full-time certified pharmacy technician, operating pharmacy systems, and processing prescriptions under a pharmacist's supervision. They will also supervise pharmacy technicians and cashiers, and be responsible for personnel selection, scheduling, and development. The role includes customer engagement, resolving complaints, and enhancing customer experience. Operations involve assisting in patient care, prescription data entry, and medication preparation. The individual will manage core pharmacy workflow, drive excellence in pharmacy operations, and ensure compliance with business policies and laws. They will also lead performance management of technicians, including hiring, onboarding, training, and scheduling. The role requires maintaining PTCB certification and enhancing current pharmacy and healthcare knowledge.

Customer Service Associate

Company: Walgreens

Location: Peoria, IL

Posted Jan 24, 2025

The text describes a job role that involves delivering a distinctive and delightful customer experience. The responsibilities include engaging customers, resolving issues, and providing efficient checkout service. The role also involves maintaining store cleanliness, implementing asset protection procedures, and ensuring compliance with regulated product laws. The job requires fluency in English and a flexible schedule, including evenings and weekends. Preferred qualifications include prior retail experience and familiarity with Walgreens. The role offers a salary range of $15 - $17.5 per hour.

Project Manager in Procurement & Supply Chain Management, INVERTO

Company: Boston Consulting Group (BCG)

Location: Chicago, IL

Posted Jan 24, 2025

Boston Consulting Group (BCG) is seeking a Project Manager with 4+ years of experience in procurement and/or supply chain management. The role involves developing and implementing strategies to optimize strategic procurement processes and supply chain management. The successful candidate will work in multidisciplinary teams, conduct workshops, negotiations, and presentations, and ensure team development. BCG offers a comprehensive benefits package including zero dollar health insurance premiums, low copays, dental and vision coverage, gym reimbursement, retirement fund contributions, paid parental leave, and generous vacation time. The role is based in Chicago with moderate travel required.

Pharmacy Operations Manager

Company: Walgreens

Location: Bolingbrook, IL

Posted Jan 24, 2025

Sports Director Jobs / Athlete Evaluator (baseball, Softball, Football, Volleyball, Or Lax)

Company: Area Scouts

Location: Chicago, IL

Posted Jan 24, 2025

Area Scouts is a rapidly growing athlete health and development platform, aiming to become the world's leading program. They offer full-time and part-time positions for sports coaches, instructors, trainers, physical therapists, athlete evaluators, and scouts. The company is committed to preventing youth sports injuries through proper athlete development. They provide comprehensive training, medical support, and high-level guidance. Area Scouts emphasizes diversity, inclusion, and equal opportunity, offering flexible schedules, benefits, and opportunities for advancement within the organization.

Frequently Asked Questions

What are typical salary ranges for Flexible Work Schedule roles at different seniority levels?
Entry‑level: $60‑$90k annually. Mid‑level: $90‑$140k. Senior: $140‑$200k. Lead/Director: $200‑$300k. These ranges vary by tech stack, region, and company size but generally reflect market rates for remote work.
What technical skills and certifications are most valuable for Flexible Work Schedule positions?
Key skills: proficiency with asynchronous tools (Slack, Zoom, Microsoft Teams), project management software (Jira, Asana, Trello), version control (Git/GitHub), cloud platforms (AWS, Azure, GCP), and CI/CD pipelines. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster (CSM), or PMP add credibility and open higher‑pay roles.
Are Flexible Work Schedule roles fully remote, or do they require occasional office visits?
Most Flexible Work Schedule listings allow 100% remote work, with optional hybrid or occasional on‑site meetings for team alignment. Employers typically provide a stipend for home‑office setup and stipulate flexible hours to accommodate different time zones.
How can a professional advance their career while working a Flexible Work Schedule?
Start as a junior engineer or analyst, then move to senior roles, team lead, or product owner. Remote experience can lead to global project assignments, mentorship positions, and eventually senior leadership roles such as Remote Program Manager or VP of Engineering with flexible terms.
What current industry trends are impacting Flexible Work Schedule opportunities?
The rise of AI‑driven collaboration tools (Figma’s auto‑layout, GitHub Copilot), increased focus on cybersecurity for remote teams, and the growth of virtual offices are shaping demand. Companies are prioritizing flexible schedules to retain high‑talent talent in a post‑pandemic world.

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