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.

Advanced Medical Support Assistant

Company: Department of Veterans Affairs - Veterans Health Administration

Location: North Chicago, Illinois North Chicago, Illinois

Posted Jul 15, 2024

The incumbent performs as an Advanced Medical Support Assistant AMSA within the Captain James A Lovell Federal Health Care Center FHCC Resources Directorate GPM Department, providing medical and dental services to US Military Veterans, Recruits, Active Duty, and eligible beneficiaries.

Manager, Financial Reporting

Company: CF Industries Holdings, Inc.

Location: Chicago, IL

Posted Jul 14, 2024

CF Industries is seeking a Manager of Financial Reporting to manage the preparation of financial statements, disclosures, and SEC filings, as well as provide leadership and guidance to the financial reporting team.

Senior IT Application Specialist, Kantata

Company: West Monroe

Location: Chicago, IL

Posted Jul 15, 2024

West Monroe is seeking a Senior Professional Services Application Specialist to join their Corporate IT team. The role involves installing, updating, and configuring financial software applications, working with business analysts and stakeholders to understand business requirements, and providing software advice and training to end users.

Product Manager

Company: PayPal

Location: Chicago, IL

Posted Jul 14, 2024

At PayPal, we're looking for a Product Manager for the Braintree Card Processing team to work on creating delightful payment solutions for Enterprise clients. The ideal candidate has 3+ years of payments card processing or related product management experience, strong business acumen, and product knowledge in the payments ecosystem.

Transportation Security Officer

Company: Department of Homeland Security - Transportation Security Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Jul 15, 2024

Transportation Security Officers are responsible for providing security and protection of travelers across all transportation sectors in a courteous and professional manner. Their duties may also extend to securing high-profile events, important figures, and/or anything that includes or impacts our transportation systems.

Software Engineer II

Company: Grubhub

Location: Chicago, IL

Posted Jul 15, 2024

Grubhub is looking for a backend software engineer to join their team in Chicago. The ideal candidate will have a Bachelor's degree in a science, programming, or engineering-related field, 2+ years of experience building scalable consumer-facing applications, and experience with Java or other object-oriented languages. The role involves designing, developing, and maintaining highly scalable and reliable applications, as well as evaluating tools and technologies for the platform.

Business Risk Management Associate

Company: Avant

Location: Chicago, IL

Posted Jul 15, 2024

The Associate Operational Risk Management at Avant will assist the Corrective Actions Team Lead in designing and executing an effective Operational Risk Management program, reviewing and reconciling risk incidents, and developing close partnerships with business leaders to identify and mitigate key risks.

SAP AMS Lead

Company: Accenture

Location: Chicago, IL

Posted Jul 15, 2024

Accenture's SAP practice helps clients apply intelligence to set their business apart, using design thinking, agile development methodologies, and the latest smart tech. The role requires a transformation maven with experience in SAP Application Maintenance, Service Operations, and Program delivery execution and management, as well as leadership and communication skills.

Sr Technical Product Manager - ServiceNow

Company: McDonald's Global Technology

Location: Chicago, IL

Posted Jul 15, 2024

McDonald's is seeking a Technical Product Manager for SMO Platforms to oversee the ServiceNow and Jira platforms, ensuring alignment with business strategy and governance. The role involves managing a team, defining product roadmaps, and collaborating with teams to translate business needs into technical requirements.

Senior Principal Demand Planning - Chicago

Company: Intelsat

Location: Chicago, IL

Posted Jul 15, 2024

The role is for a dynamic cross-functional leader with strong analytical skills to lead the development of critical annual budgets for acquisition of new parts for aerospace terminal installations, manage supply chain plans, and drive inventory analyses to ensure proper stacking and holding of inventory globally.

Medical Support Assistant (Advanced)

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Jul 15, 2024

Advanced Medical Support Assistant AMSA position at the Jesse Brown VA Medical Center, providing specialized patient support in an interdisciplinary care delivery model.

Lead Technical Product Owner

Company: Caterpillar

Location: Chicago, IL

Posted Jul 15, 2024

Caterpillar Inc is seeking a Lead Technical Product Owner to join their Platform Services team, focusing on the Alert and Notification service. The successful candidate will work intimately with the Scrum Team, creating and managing the Product Backlog, and ensuring everyone knows the priorities. The role requires strong communication skills, experience with project management methodologies, and knowledge of software engineering concepts.

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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