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.

Software Developer: Back-end

Company: Fulcrum GT

Location: Chicago, IL

Posted Aug 17, 2024

Fulcrum is seeking a Senior Software Developer to join their team, responsible for designing, developing, and maintaining backend infrastructure. The role requires experience in backend development, scalability, and security, with a focus on building elegant and scalable solutions.

Sr. Business Analyst - Platform Engineering

Company: NinjaHoldings

Location: Chicago, IL

Posted Aug 17, 2024

NinjaHoldings is a fintech company that provides digital banking and lending products to underserved communities. The company is looking for a Platform Engineer to join their team, who will work closely with cross-functional teams to drive the development and implementation of infrastructure initiatives.

Sales Development Representative

Company: Amount

Location: Chicago, IL

Posted Aug 17, 2024

Amount is a digital transformation partner for financial institutions, committed to creating safe and personalized customer experiences. The company values inclusion, diversity, and belonging, and is looking for a sales representative to join their team.

Chief of Staff

Company: Caribou

Location: Chicago, IL

Posted Aug 17, 2024

Caribou is a company that aims to provide financial freedom to its customers by helping them reduce their monthly auto expenses and increase the predictability of those expenses. The company is looking for a Chief of Staff to join its team and partner closely with its CEO and senior leadership to lead internal communications and keep multiple internal and external projects moving forward simultaneously.

Senior Software Developer & Consultant

Company: Atomic Object

Location: Chicago, IL

Posted Aug 18, 2024

Atomic is a company that values diversity, inclusivity, and employee ownership. They are looking for senior software developers to join their team and work on a variety of projects. The company offers a range of benefits, including flexible scheduling, professional development opportunities, and a generous vacation time.

Senior Analyst Finance

Company: C.A. Fortune

Location: Chicago, IL

Posted Aug 17, 2024

CA Fortune is a consumer brands agency that offers comprehensive solutions to its clients. The company is committed to building better brands that inspire healthier lifestyles for consumers and their families.

Senior Account Executive, Scale

Company: Braze

Location: Chicago, IL

Posted Aug 17, 2024

Braze is a company that values its employees and strives to create a positive work environment. They offer competitive compensation, comprehensive benefits, and opportunities for professional development. The company is committed to diversity and inclusion and has been recognized as a Great Place to Work.

Program Manager

Company: lulafit

Location: Chicago, IL

Posted Aug 17, 2024

Lulafit is a company that is redefining amenity management in commercial real estate by activating shared spaces in the modern workplace. They are looking for a Program Manager to manage their fitness center, including member management, leading personal training activities, and group fitness programming. The role requires a customer-centric approach, hyper-organization, and excellent communication skills.

Marketing Analytics Associate

Company: NinjaHoldings

Location: Chicago, IL

Posted Aug 17, 2024

NinjaHoldings is a fintech company that provides digital banking and lending products. They are looking for a Data Analyst to join their Marketing Analytics team.

P&C Operations Manager - Remote

Company: National Financial Partners

Location: Chicago, IL

Posted Aug 18, 2024

NFP is a multiyear Best Places to Work award winner, offering a competitive salary, PTO, and paid holidays. The company is proud to have a peoplefirst culture, focusing on building lifelong relationships with employees.

Associate Logistics Manager

Company: Grubhub

Location: Chicago, IL

Posted Aug 17, 2024

Grubhub is looking for a data-driven business-minded product-oriented Associate to join their Logistics team. The role involves analyzing data to gain insights across various work streams within the Logistics driver organization. The company offers a range of benefits, including flexible PTO, health and wellness programs, and a generous compensation package.

Leader in Training, Actuarial Analyst

Company: Core Specialty

Location: Chicago, IL

Posted Aug 17, 2024

The job posting is for an Actuarial Analyst position in a full-time rotational program. The program is designed to help participants develop technical competencies and leadership skills. The job responsibilities include performing quarterly reserve reviews, collaborating with other teams, and developing analysis findings. The company offers a competitive salary, opportunities for professional development, and a range of 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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