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.

Associate, Ops

Company: Grubhub

Location: Chicago, IL

Posted Aug 08, 2024

Grubhub is a company that values innovation, teamwork, and fun. They offer a range of benefits, including flexible PTO, health and wellness programs, and a generous compensation package. The company is looking for a Sales Operations team member to lead and execute on critical analytical and technical programs.

Junior Property Accountant

Company: The Scion Group

Location: Chicago, IL

Posted Aug 08, 2024

The Scion Group is hiring a Junior Property Accountant to join their team. The role involves providing financial reporting and key insights into the performance of Scion's communities. The company offers a range of benefits, including a discretionary annual bonus, paid time off, and health insurance.

Recruiting Coordinator

Company: PEAK6

Location: Chicago, IL

Posted Aug 10, 2024

PEAK6 Capital Management is a proprietary options trading firm that has been defining the industry for over 25 years. They offer incredible opportunities for smart and passionate team players to solve complex problems and take calculated risks. The company is committed to creating a diverse environment and is proud to be an equal opportunity employer.

Software Engineer II

Company: Kalderos

Location: Chicago, IL

Posted Aug 10, 2024

Kalderos is a company that is building unifying technologies to bring transparency, trust, and equity to the healthcare community. They are seeking a motivated and talented Software Engineer to join their dynamic engineering team. The company values collaboration, empowerment, and continuous learning.

Staff Accountant

Company: Vivid Seats

Location: Chicago, IL

Posted Aug 09, 2024

Vivid Seats is a leading online ticket marketplace that aims to connect fans to live events. The company is committed to building a culture that empowers employees and provides opportunities for growth. The role of a Staff Accountant involves supporting financial operations and financial reporting, and provides a chance to gain exposure to all aspects of the business.

Senior HR Business Partner

Company: IMO Health

Location: Chicago, IL

Posted Aug 08, 2024

IMO Health is seeking a Senior HR Business Partner to serve as a trusted advisor and coach to help fulfill business objectives through human capital and people leadership. The role involves people-centric initiatives, HR experience, and a knack for cultivating meaningful conversations with employees.

Recruiter

Company: Nextpoint

Location: Chicago, IL

Posted Aug 10, 2024

Nextpoint is a company that delivers transformative software and services for law firms, with a focus on making eDiscovery workflows simple, fluid, and affordable. They are looking for a dynamic and experienced Recruiter to join their team.

Salesforce Development Lead

Company: Idealist Consulting

Location: Chicago, IL

Posted Aug 10, 2024

Idealist Consulting is seeking a Salesforce Development Practice Lead with at least 7 years of experience. The role involves establishing and evolving Salesforce developer protocols, collaborating with Service Delivery Managers, guiding focus group meetings, and providing technical guidance to junior developers. The ideal candidate should have Salesforce Administrator, Nonprofit Cloud Consultant, and Platform Developer certifications, along with experience in REST/SOAP API integrations, middleware, and ETL tools. The company offers a competitive compensation package, flexible work hours, and a commitment to diversity, equity, and inclusion.

Associate, Category Management

Company: Home Chef

Location: Chicago, IL

Posted Aug 09, 2024

Home Chef is a meal solutions company that offers a variety of meal kits and ready-to-heat meals. They are committed to inspiring and enabling people to cook simple and delicious meals. The company is looking for an Associate Category Manager to join their team.

Growth Marketing Manager, Sitter

Company: Sittercity

Location: Chicago, IL

Posted Aug 08, 2024

Sittercity is a technology platform working to reimagine the child care industry. They are seeking a Growth Marketing Manager to own their growth strategy and performance for sitter acquisition. The role involves managing digital marketing campaigns, discovering new platforms and tools, and participating in creative development.

Operations Support Specialist

Company: GoHealth

Location: Chicago, IL

Posted Aug 09, 2024

GoHealth is a leading health insurance marketplace that is hiring an Operations Support Specialist to monitor agent certifications, provide guidance, and ensure timely completion. The role requires strong communication and technical skills, and offers a range of benefits and perks.

Category Manager

Company: Home Chef

Location: Chicago, IL

Posted Aug 08, 2024

Home Chef is a meal solutions company that offers a variety of meal kits and delivery services. They are committed to inspiring and enabling people to cook simple and delicious meals. The company is looking for a procurement and sourcing manager to lead the end-to-end management of assigned categories.

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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