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.

Sr. Trading Operations Associate - Bilingual - English and Spanish/French/Portuguese

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 17, 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 social connection, professional development, and employee recognition.

Sr. Engineering Manager (Trader Engagement, Web)

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 17, 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 of social connection, professional development, and employee recognition.

Senior Software Engineer / Tech Lead

Company: teragonia

Location: Chicago, IL

Posted Sep 17, 2024

Teragonia is seeking a Senior Software Engineer to join their team in Chicago. The company offers a comprehensive career development platform, competitive compensation, and a range of benefits. The job involves leading geographically distributed teams, designing and building scalable applications, and mentoring junior developers.

Medical Support Assistant

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Sep 17, 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.

Brand Strategist

Company: Nextdoor

Location: Chicago, IL

Posted Sep 17, 2024

Nextdoor is a platform that connects neighbors and provides a platform for them to share information, get help, and build connections. The company is looking for a Brand Strategist to help create innovative programs and build relationships with brands.

Voice Account Executive

Company: Infobip

Location: Chicago, IL

Posted Sep 16, 2024

Peerless Network is a telecommunications company that delivers high-quality voice communications to customers worldwide. They are looking for an Account Executive to manage customer relationships and develop sales strategies.

C++ Software Engineer (WEX)

Company: Wolverine Trading

Location: Chicago, IL

Posted Sep 17, 2024

Wolverine Execution Services is seeking smart and motivated developers to join their team of Software Engineers. The role involves full cycle development of the WEX trading platform, communication with stakeholders, and providing insights on optimization and scalability. The company offers a collaborative environment, exceptional growth opportunities, and a range of benefits.

Senior Software Engineer (C#/.NET)

Company: PayIt

Location: Chicago, IL

Posted Sep 17, 2024

PayIt is a fast-growing GovTech company that aims to modernize government services and improve the customer experience. They are looking for a Senior Software Engineer to join their team, with a focus on C development and NET Core. The company values collaboration, innovation, and fun, and offers competitive salaries and benefits.

Transportation Security Officer

Company: Department of Homeland Security - Transportation Security Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Sep 17, 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.

Senior DevOps / Site Reliability Engineer

Company: teragonia

Location: Chicago, IL

Posted Sep 17, 2024

Teragonia is seeking a DevOps Site Reliability Engineer to join their engineering team. The role involves building, maintaining, and securing highly scalable operational systems across their cloud-based infrastructure. The company offers a comprehensive career development platform, competitive compensation package, and a range of benefits.

Director, Product Management - B2B

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 17, 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 focus on social connection, professional development, and employee recognition.

People Operations Specialist

Company: SpotHero

Location: Chicago, IL

Posted Sep 17, 2024

SpotHero is a fast-growing tech company that aims to bring the parking industry into the future through technology. They are seeking a People Operations Specialist to join their team, who will be responsible for maintaining accurate employee records, coordinating employee leave administration, and providing general HR support. The company offers excellent benefits, flexible PTO policy, and opportunities for professional growth.

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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