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.

Administrative Assistant

Company: Invenergy

Location: Chicago, IL

Posted Nov 26, 2024

Invenergy is a company that drives innovation in energy, providing power generation and storage solutions. They are looking for an Administrative Assistant to support their Executive Vice President of Project Management.

Adjunct Faculty - Department of Teacher Education, Kinesiology, and Educational Studies - Early Childhood Education

Company: DePaul University

Location: Chicago, IL

Posted Nov 26, 2024

All applicants for curriculum and instruction (i.e., "methods") courses must have minimum of five years of licensed teaching experience in the early childhood…

People Experience Business Partner

Company: Double Good

Location: Chicago, IL

Posted Nov 26, 2024

Double Good is a company that aims to create joy by providing delectable popcorn and easy-to-use fundraising platforms. They also have a strong social mission and are looking for a People Experience Business Partner to join their growing team.

Senior Manager - Global Data Analytics and AI Product Activation

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Nov 26, 2024

McDonald's is a global company with a strong brand, offering a range of benefits and opportunities for employees. They are committed to diversity and inclusivity, and are seeking a Business Core team member to help transform their enterprise data analytics and AI function.

Technical Support Engineer

Company: iManage

Location: Chicago, IL

Posted Nov 26, 2024

iManage is a company that values collaboration, learning, and growth. They offer a flexible working policy, competitive benefits, and a dynamic team environment. The company is committed to building a diverse and inclusive environment and encourages employees to show up as their full authentic selves.

Sales Manager, Supply (Chicago, IL)

Company: Getaround

Location: Chicago, IL

Posted Nov 26, 2024

Getaround is a carsharing marketplace that connects safe, convenient, and affordable cars with people who need them. The company is looking for a Sales Manager to join their team and focus on acquiring new vehicle owner fleet entities to join their innovative gig car rental marketplace.

Billing Specialist (Remote)

Company: Inspira Financial

Location: Chicago, IL

Posted Nov 26, 2024

Inspira Financial is a company that provides health, wealth, and retirement solutions. They are looking for a Billing Specialist to join their team, responsible for billing, payment processing, and maintenance of client accounts. The ideal candidate will have good time management skills, be able to prioritize work, and provide timely feedback to the team lead and manager.

Senior Associate, Software Engineering: Java

Company: OCC

Location: Chicago, IL

Posted Nov 26, 2024

The Options Clearing Corporation (OCC) is a leading financial organization that provides clearing and settlement services for options, futures, and securities lending transactions. The company offers a collaborative work environment, competitive benefits, and opportunities for professional growth.

Director of Go-To-Market (GTM) Enablement

Company: iManage

Location: Chicago, IL

Posted Nov 26, 2024

iManage is a global company that provides a cloud-enabled secure knowledge work platform. They are committed to providing an excellent candidate experience and have a diverse and inclusive environment. The company offers flexible work hours, a modern open plan workspace, and opportunities for professional growth and development.

Operations Associate

Company: BLUEGROUND

Location: Chicago, IL

Posted Nov 26, 2024

Blueground is a fast-growing company that provides exceptional experiences for guests by putting them first, being agile and forward-thinking, keeping it honest, embracing change, and diving in with an ownership mindset. They are looking for an Operations Associate to join their team in Chicago, IL. The role involves coordinating with Operations Managers, serving as the operational frontline, conducting inspections, collaborating with the housekeeping team, overseeing cleanliness and presentation, maintaining corporate vans, conducting home walkthroughs, and participating in operational projects. They are looking for a problem solver, capable of performing basic handyman tasks, with strong organizational skills, and a positive and friendly personality.

Talent Acquisition Partner (Contract)

Company: G2

Location: Chicago, IL

Posted Nov 26, 2024

G2 is a company that values its employees and provides a positive work environment. They offer generous benefits, flexible work arrangements, and opportunities for growth and development. The company is committed to diversity and inclusivity and is looking for a motivated and experienced Talent Acquisition Partner to join their team.

Project Finance Valuation Analyst

Company: New Leaf Energy, Inc.

Location: Chicago, IL

Posted Nov 26, 2024

New Leaf Energy is seeking a Project Finance Valuation Analyst to join their growing team in various locations across the US. The role involves creating financial models and tools to analyze project revenues, costs, and price curves to maximize project valuations. The successful candidate should have experience in the US energy industry, project finance modeling, and power markets analysis. The position offers a competitive salary, variable compensation, and an equity-like program. New Leaf Energy values diversity and inclusion and offers a flexible work environment with comprehensive benefits.

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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