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.

General Manager - Geneva Commons

Company: Gap Inc.

Location: St. Charles, IL

Posted Jan 13, 2025

Old Navy is a company that democratizes fashion and makes shopping fun again. They offer a community of playful personalities where employees can be their most authentic selves. The General Manager role involves leading the team to deliver a profitable store business plan, driving sales growth, and creating an inclusive environment.

Shift Supervisor Trainee

Company: CVS Health

Location: Decatur, IL

Posted Jan 13, 2025

CVS Health is offering a Shift Supervisor Trainee role, an entry-level position 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 - $24.00, and benefits include medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and more.

Financial Consultant - Naperville, IL

Company: Fidelity Investments

Location: Naperville, IL

Posted Jan 13, 2025

Fidelity Investments is seeking a Financial Consultant to join their team. The role involves engaging with clients face-to-face, offering personalized financial planning, and nurturing relationships with an existing client base. Fidelity provides a stable business model with an existing client base and institutional feeders, unmatched in the industry. The company emphasizes professional growth, flexibility, and support for long-term success. Key requirements include previous success in building relationships, FINRA licenses (Series 7 & 63, and Series 65 or 66), and the ability to present complex solutions while building rapport. Fidelity offers a competitive total rewards package, extensive training, and a hybrid working model. The base salary range is $55,000 - $75,000 per year, with additional benefits including comprehensive health care, retirement plans, and educational assistance.

Operations Manager

Company: CVS Health

Location: Chicago, IL

Posted Jan 13, 2025

CVS Health is seeking an Operations Manager to lead a store team, driving execution and performance while enhancing customer service. The role involves overall store management, sales and inventory management, employee staffing, training, financial management, and customer service leadership. The ideal candidate will have strong leadership, communication, and analytical skills, and be able to work flexible hours. The company offers competitive pay, comprehensive benefits, and opportunities for professional development.

Pharmacy Technician

Company: CVS Health

Location: Aurora, IL

Posted Jan 13, 2025

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Addison, IL

Posted Jan 13, 2025

The role involves developing and supporting Membership, maintaining Facility safety, fulfilling Member orders, completing work assignments, and providing Member service. It emphasizes respect for individuals, integrity, customer service, striving for excellence, and offers competitive pay along with various benefits including health, financial, and paid time off benefits.

Assistant General Counsel

Company: RWE Clean Energy

Location: Chicago, IL

Posted Jan 13, 2025

RWE Clean Energy is seeking a highly skilled Assistant General Counsel in Chicago, offering a comprehensive role with responsibilities in legal support for BTAs and M&A transactions. The position provides a competitive salary range of $160,000 - $240,000 and extensive benefits, reflecting the company's commitment to professional growth and employee well-being. The job description highlights the opportunity to work on renewable energy projects and contribute to the company's expansion plans, emphasizing a dynamic and collaborative work environment.

Retail Sales Specialist

Company: Staples

Location: Ottawa, IL

Posted Jan 13, 2025

Operations Supervisor - Overnight

Company: Kohl's

Location: Amboy, IL

Posted Jan 13, 2025

The role of a Supervisor, Distribution Center involves managing retail operations, overseeing merchandise processing, and ensuring efficient workflow across departments. The position requires strong leadership skills, experience in distribution warehouse environments, and the ability to maintain accuracy standards and safety protocols.

Venipuncture Wellness Worker- North Central Region

Company: Labcorp

Location: Gurnee, IL

Posted Jan 13, 2025

Labcorp, a leading provider of biometric testing services, is hiring medical professionals for event testing roles. These roles involve biometric screenings, COVID-19 testing, and temperature checks. Successful candidates will receive comprehensive training, use a scheduling system for event assignments, and provide excellent customer service. Qualifications include medical credentials, venipuncture experience, and knowledge of HIPPA and OSHA. Benefits include medical, dental, vision, and 401(k) plans. The job offers are based on skills, experience, and market data.

(USA) Merchandising Lead

Company: Walmart

Location: Rock Island, IL

Posted Jan 13, 2025

The role involves providing excellent member service, assisting management in supervising associates, receiving and stocking supplies, maintaining facility safety, ensuring merchandise quality, overseeing order picking, developing processes, and demonstrating integrity. The position requires 6 months of retail and customer service experience, with leadership experience being preferred.

Bakery/Deli Clerk

Company: Kroger

Location: Chicago, IL

Posted Jan 13, 2025

The job description is for a Grocery Clerk (Bakery/Deli) at Mariano's, a Kroger company in Chicago, IL. The role involves preparing items, offering product samples, informing customers of specials, and maintaining a clean, safe environment. The clerk will assist in reaching sales and profit goals, embrace the Customer 1st strategy, and demonstrate core company values. Qualifications include customer service skills, stress management, effective communication, basic math knowledge, and obtaining a food handler's permit. Mariano's offers comprehensive benefits, including healthcare, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

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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