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: Wilmette, 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 assisting with inventory management. The employee is expected to adhere to company policies, maintain knowledge of healthcare and pharmacy developments, and handle various clerical tasks. PTCB certification is preferred but not mandatory.

Pharmacy Technician

Company: Walgreens

Location: Chicago, IL

Posted Jan 24, 2025

The role involves assisting the pharmacist in the practice of pharmacy, adhering to state, federal, and company regulations. This includes using pharmacy systems for patient and drug information, processing prescriptions, and maintaining pharmacy systems and cash registers. The individual is expected to engage customers, resolve issues, and deliver a positive customer experience. They will also assist in inventory management, clinical services, and maintaining good relationships with the local medical community. The role requires flexibility, good math and computer skills, and preferably PTCB or ExCPT certification.

IT Engineer II

Company: Walgreens

Location: Deerfield, IL

Posted Jan 24, 2025

The job involves performing and implementing assignments that significantly impact important components or processes of the Technology operation. Key responsibilities include executing deployment operations, evaluating software compatibility, developing protocols, improving operations, and mentoring less experienced team members. The role requires at least 2 years of experience in a technical engineering role or 5 years with a high school diploma. Preferred qualifications include a degree in Computer Science, experience with programming languages, and knowledge of IT technologies. Walgreens, the employer, is an integrated healthcare, pharmacy, and retail leader with a 170-year heritage.

Pharmacy Customer Service Associate

Company: Walgreens

Location: Oak Park, 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 assisting with inventory management. The employee is expected to adhere to company policies, maintain knowledge of healthcare and pharmacy developments, and handle various clerical tasks. PTCB certification is preferred but not mandatory.

Shift Lead

Company: Walgreens

Location: Cary, IL

Posted Jan 24, 2025

Pharmacy Technician / Pharm Tech Apprenticeship

Company: Walgreens

Location: Oakbrook, IL

Posted Jan 24, 2025

Walgreens is transforming its pharmacy technician roles to a more patient-centric environment. As a Pharmacy Technician or Apprentice, you'll interact with customers, develop strong patient relationships, and have access to the latest technology to grow your career. Walgreens offers an 'earn while you learn' Pharmacy Technician Training Program, recognized by ASHP and the Department of Labor, which guides you towards becoming a PTCB Certified Pharmacy Technician. The role involves assisting pharmacists, using pharmacy systems, maintaining customer service, and participating in inventory management. Fluency in English, good math and computer skills, and preferably prior retail or Walgreens experience are required. PTCB certification is preferred but not mandatory. The role offers training, personal development opportunities, and potential for eight college credit hours through the Walgreens pharmacy technician apprenticeship program.

Pharmacy Technician / Pharm Tech Apprenticeship

Company: Walgreens

Location: Naperville, IL

Posted Jan 24, 2025

Walgreens is transforming its pharmacy technician roles to a more patient-centric environment. As a Pharmacy Technician or Apprentice, you'll interact with customers, develop strong patient relationships, and have access to the latest technology to grow your career. Walgreens offers an 'earn while you learn' Pharmacy Technician Training Program, recognized by ASHP and the Department of Labor, which guides you towards becoming a PTCB Certified Pharmacy Technician. The role involves assisting pharmacists, using pharmacy systems, maintaining customer service, and participating in inventory management. Fluency in English, good math and computer skills, and preferably prior retail or Walgreens experience are required. PTCB certification is preferred but not mandatory. The role offers training, personal development opportunities, and potential for eight college credit hours through the Walgreens pharmacy technician apprenticeship program.

Pharmacy Technician / Pharm Tech Apprenticeship

Company: Walgreens

Location: Arlington Heights, IL

Posted Jan 24, 2025

Walgreens is transforming its pharmacy technician roles into a more patient-centric environment. As a Walgreens Pharmacy Technician or Apprentice, you'll interact with customers, develop strong patient relationships, and have access to the latest technology to grow your career. Walgreens offers an 'earn while you learn' Pharmacy Technician Training Program, recognized by ASHP and the Department of Labor, which guides you towards becoming a PTCB Certified Pharmacy Technician. The role involves assisting pharmacists, using pharmacy systems, maintaining customer service, and adhering to state and federal regulations. Walgreens provides training, and prior retail or pharmacy experience is preferred but not required. The role offers opportunities for personal development, including PTCB certification and continuing education credits.

Pharmacy Customer Service Associate

Company: Walgreens

Location: Gurnee, 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.

Shift Lead

Company: Walgreens

Location: Peoria, IL

Posted Jan 24, 2025

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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