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.

Senior Sales Development Representative

Company: C.H. Robinson

Location: Chicago, IL

Posted Sep 26, 2024

CH Robinson is looking to hire a Sales Development Representative. The role involves growing the company's business with ideal prospects, conducting high-level conversations, and identifying potential leads. The company offers a range of benefits, including health insurance, paid time off, and career development opportunities.

Medical Support Assistant

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Sep 26, 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.

Senior Client Partner, Restaurants & AlcBev

Company: Reddit

Location: Chicago, IL

Posted Sep 26, 2024

Reddit is a community of communities, built on shared interests, passion, and trust. The company is looking for an experienced seller to join their Large Customer Sales team, responsible for forming relationships with key brands and agencies.

UX Writer, Product Content Design

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 26, 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.

Technical Program Manager

Company: NinjaTrader

Location: Chicago, IL

Posted Sep 26, 2024

NinjaTrader is a dynamic trading platform that empowers traders to take control of their financial destiny. With cutting-edge products and services, they provide a community of likeminded traders and a dynamic culture focused on social connection, professional development, and employee recognition.

Vertical Marketing Manager (Contract-to-hire)

Company: AdAction

Location: Chicago, IL

Posted Sep 26, 2024

AdAction is a leader in performance-based mobile app marketing, seeking a Vertical Marketing Manager to drive growth and innovation. The role requires a strong marketing background, analytical skills, and ability to drive decisions through data.

Senior, Technology Risk

Company: Reddit

Location: Chicago, IL

Posted Sep 26, 2024

Reddit is a community of communities, seeking a highly motivated and analytical Senior Technology Risk to build a world-class internal audit and risk function.

Technical Product Manager

Company: Supernova Technology

Location: Chicago, IL

Posted Sep 26, 2024

The job description is seeking a Product Manager with a strong passion for technology and innovation to contribute to the development and growth of a SaaS platform. The role demands a mix of technical prowess, creativity, and a user-centric approach. The responsibilities include participating in the ideation, technical development, and launch of new product features, working closely with cross-functional teams, and promoting a culture of excellence, innovation, and teamwork.

Senior Manager, M&A Transaction Advisory (Consumer & Industrial products)

Company: West Monroe

Location: Chicago, IL

Posted Sep 26, 2024

West Monroe is seeking a Senior Manager to join their growing Mergers and Acquisitions team. The role involves leading teams, supporting private equity funds, and driving the development of methodologies and approaches to client delivery.

Partner Manager, Europe

Company: Rocket Travel

Location: Chicago, IL

Posted Sep 26, 2024

Rocket Travel by Agoda is looking for a Partner Manager to grow their business in the Europe region. The role involves working with global brands, managing partnerships, and creating travel solutions that build customer loyalty.

Partnership Support Specialist

Company: Rocket Travel

Location: Chicago, IL

Posted Sep 26, 2024

Rocket Travel by Agoda is looking for a Partnership Support Specialist to join their Enterprise Partnerships team. The role involves supporting the commercial team and external partners, analyzing data, and creating reports. The company offers a competitive compensation package, flexible work schedule, and a collaborative environment.

Senior Actuarial Analyst

Company: GoHealth

Location: Chicago, IL

Posted Sep 26, 2024

GoHealth is a leading health insurance marketplace and Medicare-focused digital health company. They are looking for a Senior Actuarial Analyst to join their Actuarial Analytics team.

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.

Related Pages