Flexible Schedule Jobs in Chicago, IL

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

Retail Print Sales Supervisor

Company: Staples

Location: Ottawa, IL

Posted Jan 13, 2025

The job posting is for a Print Supervisor position at Staples in Ottawa, IL. The role involves directing a team to provide print solutions for customers, driving sales and customer satisfaction, and collaborating in a team-oriented retail culture. The position offers full-time hours, benefits, and a bonus plan.

Pharmacy Technician

Company: CVS Health

Location: Tinley Park, IL

Posted Jan 13, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by the purpose of 'Bringing our heart to every moment of your health'. The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. They are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. The role involves completing basic inventory activities, delivering additional health care services, and adhering to all relevant laws and regulations.

General Utility Worker-Allstate arena

Company: Aramark

Location: Rosemont, IL

Posted Jan 13, 2025

Aramark is seeking a self-motivated General Utility Worker to maintain cleanliness of dishes, equipment, and environments. The role involves ensuring guest satisfaction, maintaining dishwashing station, and performing light maintenance tasks. Aramark offers competitive compensation ranging from $16.00 to $16.00, along with comprehensive benefits including medical, dental, vision, and work/life resources. The position requires understanding of basic sanitation and safety procedures, and the ability to work flexible hours including evenings and weekends.

Guidewire Developer

Company: Capgemini

Location: Chicago, IL

Posted Jan 13, 2025

Pharmacy Technician

Company: CVS Health

Location: Champaign, IL

Posted Jan 13, 2025

CVS Health emphasizes a heart-centric approach to healthcare, aiming to deliver personalized, convenient, and affordable services. The company's purpose is to bring heart to every moment of health, supported by their Heart At Work Behaviors™. Pharmacy Technicians play a crucial role in achieving this, ensuring smooth pharmacy operations, accurate prescription fulfillment, and exceptional patient experiences. They contribute to a safe, inclusive culture and are required to complete a training program and meet state-specific licensing and certification requirements.

American Girl Retail Lead (Full-Time/ Hourly)

Company: Mattel

Location: Chicago, IL

Posted Jan 13, 2025

Mattel, a global toy and family entertainment company, is seeking a Retail Lead for its American Girl Retail Chicago location. The role involves assisting the retail sales manager with daily operations, providing leadership, and delivering exceptional customer service. The ideal candidate should have a strong customer service background, excellent communication skills, and be well-versed in Microsoft Excel, Outlook, and Word. Mattel values diversity and inclusivity, encouraging applicants who may not meet every requirement to apply. The company is known for its innovative products, experiences, and commitment to empowering children through play.

General Merchandise Team Leader

Company: Target

Location: Palatine, IL

Posted Jan 13, 2025

Target offers a wide range of benefits and competitive pay for its team members. The company values its employees and invests in their well-being, providing comprehensive health benefits, 401(k), employee discounts, and paid time off. Target is a leading retailer with a purpose of helping all families discover the joy of everyday life and caring for its communities.

Shift Supervisor Trainee

Company: CVS Health

Location: Quincy, IL

Posted Jan 13, 2025

CVS Health is offering a Shift Supervisor Trainee position, an entry-level role designed to prepare employees for higher-level supervisory roles. The role involves working effectively with store management and crews, supervising activities, and communicating information. The trainee will also learn about key business aspects and CVS/pharmacy culture. Upon successful completion, they can be considered for Operations Supervisor or Shift Supervisor positions. These roles involve leading store staff, ensuring smooth operations, and maintaining excellent customer service. The job requires deductive reasoning, analytical skills, computer skills, and advanced communication. The pay range is $16.00 - $23.00, with additional benefits including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and more.

Showroom Concierge

Company: Brilliant Earth

Location: Chicago, IL

Posted Jan 13, 2025

The Showroom Concierge position at Brilliant Earth in Chicago offers an exceptional customer experience in a luxury showroom environment. The role involves greeting customers, maintaining showroom appearance, and collaborating with the team to improve the customer experience. The company offers competitive compensation, career growth opportunities, and a robust benefits package.

Retail Practitioner Sales

Company: Wipro

Location: Chicago, IL

Posted Jan 13, 2025

Wipro Limited is a leading technology services and consulting company seeking a high-energy, experienced professional for a Practitioner Sales role. The role involves developing global accounts, driving sales and revenue growth, and offering strategic IT solutions. The ideal candidate should have over 10-15 years of experience in technology sales, strong business acumen, technical aptitude, and excellent communication skills. The expected annual pay ranges from $200,000 to $280,000, along with standard benefits. Wipro values diversity and inclusion, and is committed to creating an accessible workplace.

Education Consultant I - Chicago, IL

Company: Fidelity Investments

Location: Chicago, IL

Posted Jan 13, 2025

Fidelity Investments is seeking an Education Consultant in Greater Chicago, IL. The role involves delivering live education workshops on financial wellness and planning topics. Key responsibilities include conducting on-site and virtual workshops, partnering with business partners, and applying technology for communication. The ideal candidate should have a Bachelor's degree, 3+ years of financial services experience, Series 7 and 66 licenses, and customer-facing experience. Fidelity offers a flexible work environment, comprehensive benefits, and opportunities for career growth.

Patient Care Technician

Company: DaVita

Location: DeKalb, IL

Posted Jan 13, 2025

DaVita, an Italian term for 'giving life', is recruiting a Patient Care Technician for an outpatient dialysis center. The role involves direct patient care, technician duties, and building relationships with patients. No dialysis experience is required, and extensive paid training is provided. The position offers career advancement opportunities through DaVita's Clinical Ladders program and tuition assistance for those interested in becoming a DaVita RN. The work is physically demanding, requiring long hours on feet, and flexibility to work various shifts and clinics.

Frequently Asked Questions

What are typical salary ranges for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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