Flexible Scheduling Jobs in Chicago, IL

27,645 open positions · Updated daily

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

General Manager, North America

Company: Ensono

Location: Chicago, IL

Posted Nov 22, 2024

Ensono is seeking a General Manager of North America to lead the Client Engagement organization and drive growth, profitability, and customer satisfaction. The ideal candidate will have experience in managed services, cloud services, and outsourcing, as well as a proven track record of transforming and scaling revenue organizations.

Manager, Financial Reporting

Company: Strive Health

Location: Chicago, IL

Posted Nov 22, 2024

Strive Health is a company that is driven by a purpose to transform the broken kidney care system. They provide high-touch care model that integrates with local providers and uses predictive data to identify and support at-risk patients. The company is recognized with prestigious workplace awards and is setting a new standard in kidney care.

Part Time Care Coordinator - West Loop

Company: Bond Vet

Location: Chicago, IL

Posted Nov 22, 2024

Bond Vet is a veterinary clinic that offers primary and urgent care, with a focus on technology and a strong team culture. They are looking for a compassionate Care Coordinator to join their team, with a competitive salary and benefits package.

Manager, Sales Development

Company: Rewards Network

Location: Chicago, IL

Posted Nov 21, 2024

Rewards Network is a company that celebrates 40 years in business, offering innovative financial marketing services and premier dining rewards programs. They are looking for a Manager Sales Development to lead a team in sales development and lead qualification.

Software Engineer

Company: Arrive Logistics

Location: Chicago, IL

Posted Nov 21, 2024

Arrive Logistics is a technology-driven freight brokerage company that has been recognized for its innovative technology and culture. The company is looking for a software engineer to work closely with product managers and engineers to develop solutions for its products and systems.

Internal Audit Manager (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Nov 22, 2024

The job posting is for an Internal Audit Manager role at Enova International, a financial technology company. The role involves managing multiple audits, performing project management duties, and providing expertise in auditing standards. The company offers a hybrid work arrangement, benefits, and a values-driven culture.

Associate Financial Analyst

Company: Rewards Network

Location: Chicago, IL

Posted Nov 21, 2024

Rewards Network is a company that celebrates 40 years in business, offering innovative financial marketing services and premier dining rewards programs. They have a passionate and diverse group of professionals who work collaboratively to solve problems and take ownership of their careers and the company's success.

Senior Product Manager

Company: Honeycomb Insurance

Location: Chicago, IL

Posted Nov 21, 2024

Honeycomb is a deeptech digital insurer focusing on multifamily property insurance. It has automated 60% of its underwriting processes, achieving better customer experience, consistency, and scalability. The company is expected to cross $100M in annual sales in Q1 2024.

Mobile Software Engineer II

Company: Upside

Location: Chicago, IL

Posted Nov 21, 2024

Upside is a company that helps brick-and-mortar businesses earn more profit by providing a platform for customers to earn cashback. The company is looking for a software engineer to join their team and work on building and supporting their mobile apps.

Embedded Engineer (Linux/Python)

Company: Formic

Location: Chicago, IL

Posted Nov 22, 2024

Formic is a company that aims to revolutionize American manufacturing by making automation accessible to all manufacturers. They believe in continuing the American legacy of innovation and are looking for engineers who are not afraid to question the status quo within industrial automation. The company is backed by several investors and offers a comprehensive benefits package to its employees.

Director of Accounting

Company: Cambium Networks

Location: Chicago, IL

Posted Nov 21, 2024

Cambium Networks is a company that delivers wireless communications solutions for businesses, communities, and cities worldwide. They offer a range of products and services, including fixed wireless broadband and WiFi solutions. The company values innovation, teamwork, and employee development, and offers a competitive total compensation package to its employees.

Sr Administrative Asst

Company: Travelers

Location: Chicago, IL

Posted Nov 21, 2024

The job posting is for a Sr Administrative Assistant role at Travelers, a property casualty insurer. The role involves providing complex administrative support to senior management, handling scheduling, and managing budgets. The ideal candidate should have at least 5 years of related work experience and advanced skills in software applications.

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Scheduling roles?
Entry‑level Scheduling Coordinators earn $45,000–$60,000 annually, mid‑level Workforce Planners command $60,000–$90,000, and senior Scheduling Managers or Operations Directors can reach $90,000–$120,000 or more, depending on company size and region.
What skills and certifications are most valuable in Flexible Scheduling positions?
Proficiency in workforce‑management platforms such as Kronos Workforce Central, SAP SuccessFactors, and Oracle Workforce Management is essential. Strong analytical skills in SQL and Tableau, coupled with experience using Agile or Six Sigma methodologies, give an edge. Certifications like Certified Workforce Planning Professional (CWPP), Six Sigma Green Belt, or a project‑management credential (PMP) are highly regarded.
Is remote work available for Flexible Scheduling roles?
Yes—over 70% of the listings support fully remote or hybrid arrangements, especially in tech, logistics, and customer‑support sectors. Remote positions typically offer a pay adjustment based on regional cost‑of‑living indexes.
What career progression paths exist within Flexible Scheduling?
A common trajectory starts at Scheduling Coordinator, moves to Workforce Planner or Shift Scheduler, then to Scheduling Manager or Operations Analyst, and can culminate in Director of Workforce Optimization or Chief Workforce Officer, with increased responsibility over strategy, analytics, and cross‑functional leadership.
What industry trends are shaping the future of Flexible Scheduling?
Artificial‑intelligence forecasting, real‑time labor analytics, and blockchain‑based time‑tracking are driving the next wave of scheduling solutions. Companies are adopting predictive shift‑optimization tools, integrating gig‑worker platforms, and expanding continuous‑learning modules to upskill scheduling talent.

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