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.

Transportation Security Officer

Company: Department of Homeland Security - Transportation Security Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Aug 29, 2024

Transportation Security Officers provide security and protection to travelers in a courteous and professional manner. Their duties may extend to securing high-profile events and important figures.

Advanced Medical Support Assistant

Company: Department of Veterans Affairs - Veterans Health Administration

Location: North Chicago, Illinois North Chicago, Illinois

Posted Aug 29, 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. The FHCC provides medical and dental services to US Military Veterans Recruits Active Duty and eligible beneficiaries.

Advanced Medical Support Assistant

Company: Department of Veterans Affairs - Veterans Health Administration

Location: North Chicago, Illinois North Chicago, Illinois

Posted Aug 29, 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. The FHCC provides medical and dental services to US Military Veterans Recruits Active Duty and eligible beneficiaries.

Medical Support Assistant

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Aug 29, 2024

The Medical Support Assistant positions are assigned to the Patient Administrative Service and performs administrating processing duties which support physicians and other clinical staff in the effective operation of inpatient treatment units.

Sr. Product Insights Analyst

Company: NinjaTrader

Location: Chicago, IL

Posted Aug 29, 2024

NinjaTrader is a dynamic trading platform that empowers traders to take control of their financial destiny. The company is committed to innovation and has a strong culture focused on social connection, professional development, and employee recognition.

Senior Product Manager

Company: Basis Technologies

Location: Chicago, IL

Posted Aug 29, 2024

Basis Technologies is a company that delivers software and services to automate digital media operations. They are committed to building a positive and supportive work environment and are looking for a product manager to join their team.

Associate, Compliance

Company: Avant

Location: Chicago, IL

Posted Aug 29, 2024

Avant is looking for an entrepreneurial self-driven candidate to join their team in Chicago. The role involves conducting regulatory compliance monitoring and testing, supporting regulatory risk assessments, and supporting regulatory compliance training. The company offers a range of benefits, including unlimited paid time off, flexible work environment, and generous paid parental leave.

Payroll and Benefits Specialist

Company: NinjaTrader

Location: Chicago, IL

Posted Aug 29, 2024

NinjaTrader is a dynamic trading platform that empowers traders to take control of their financial destiny. The company is committed to innovation, providing cutting-edge products and services, and has a strong focus on employee development and recognition.

Medical Support Assistant

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Aug 29, 2024

The Medical Support Assistant positions are assigned to the Patient Administrative Service and performs administrating processing duties which support physicians and other clinical staff in the effective operation of inpatient treatment units.

Account Manager, ESC

Company: Vouch Insurance

Location: Chicago, IL

Posted Aug 29, 2024

Vouch is a new technology-first insurance company that is creating a new business insurance for high-growth companies. They are looking for a success team member to ensure their customers have a great experience after purchasing coverage. The role involves establishing trusted relationships with customers, retaining existing clients, and analyzing insurance packages.

Medical Support Assistant

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Aug 28, 2024

The Medical Support Assistant positions are assigned to the Patient Administrative Service and performs administrating processing duties which support physicians and other clinical staff in the effective operation of inpatient treatment units.

Assistant Vice President, Market Risk Manager

Company: ABN AMRO Clearing USA LLC

Location: Chicago, IL

Posted Aug 29, 2024

ABN AMRO Clearing USA LLC is a global clearing firm that provides financial services to professional trading participants. The company is proud to be an equal opportunity employer and celebrates diversity.

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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