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.

Account Executive

Company: Karbon

Location: Chicago, IL

Posted Jul 13, 2024

Karbon is a practice management software company seeking a Sales Account Executive to identify and manage leads, demonstrate the value of their platform, and optimize how prospects run their firms. The ideal candidate has 3+ years of experience selling SaaS to small and medium-sized businesses, a track record of being top-performing, and the ability to multitask and prioritize sales opportunities.

Medical Support Assistant

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Jul 13, 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 located at 820 S Damen Ave Chicago IL 60612

Transportation Security Officer

Company: Department of Homeland Security - Transportation Security Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Jul 13, 2024

Transportation Security Officers are responsible for providing security and protection of travelers across all transportation sectors in a courteous and professional manner. Their duties may also extend to securing high-profile events, important figures, and/or anything that includes or impacts our transportation systems.

Senior Tax Analyst

Company: Akuna Capital

Location: Chicago, IL

Posted Jul 13, 2024

Akuna Capital is a trading firm that provides liquidity as an options marketmaker. They are seeking a Senior Tax Analyst to work on global tax compliance, transfer pricing, and tax research and planning. The ideal candidate will have at least 5 years of tax experience, a BSBA in Accounting or related field, and be proficient in MS Excel.

Medical Support Assistant (Advanced)

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Jul 13, 2024

Advanced Medical Support Assistant AMSA position at the Jesse Brown VA Medical Center, providing specialized patient support in an interdisciplinary care delivery model.

Senior Manager, Loan Processor

Company: OppFi

Location: Chicago, IL

Posted Jul 13, 2024

OppFi is a technology-enabled mission-driven specialty finance platform that broadens the reach of community banks to extend credit access to everyday Americans. The company is seeking a Senior Manager to manage and oversee the Loan Processor team, with responsibilities including owning and reporting on performance KPIs, developing and implementing operating performance metrics, and building and maintaining departmental written policies and procedures.

Customer Strategy / Workshop Facilitation Manager

Company: Life Fitness

Location: Chicago, IL

Posted Jul 13, 2024

The Life Fitness Experience Hub Customer Strategy Workshop Facilitation Manager role is responsible for creating and delivering customer journeys, workshops, and presentations at the Experience Hub, working closely with internal teams and stakeholders to define and customize the customer experience.

Principal Product Owner

Company: iManage

Location: Chicago, IL

Posted Jul 13, 2024

iManage is seeking a Product Owner to bridge the relationship between product managers and the engineering team. The role involves strategic partnership, technical leadership, capability development, and more. Requirements include a Bachelor's degree, 10+ years of experience in product management, and exceptional communication and analytical skills.

Sales Development Representative

Company: Cleo

Location: Chicago, IL

Posted Jul 12, 2024

Cleo is a cloud integration technology company seeking a Sales Development Representative to support its significant growth. The role involves identifying new opportunities, developing pipeline, and becoming a product expert. The ideal candidate has a bachelor's degree, at least one year of sales experience, and a strong interest in supply chain trends and technology.

Account Executive, Tock [Chicago]

Company: Tock

Location: Chicago, IL

Posted Jul 12, 2024

Tock is seeking an experienced Account Executive to join their growing sales organization. The successful candidate will build a high-quality strategic pipeline, manage the end-to-end sales process, and report directly to the Sales Manager. Requirements include 3+ years of software sales experience, negotiation skills, and knowledge of restaurant operations. The role offers a competitive salary range of $63,000 to $103,000, benefits, and equity in the company.

Director, Data Science

Company: GoHealth

Location: Chicago, IL

Posted Jul 13, 2024

GoHealth is a leading health insurance marketplace and Medicare-focused digital health company seeking a Director of Data Science to lead a team of data scientists and analysts. The role involves developing and empowering a team, managing projects, and providing performance insights. The ideal candidate has 10+ years of experience with data exploration and business intelligence tools, 5+ years of team management experience, and in-depth knowledge of data management and BI strategies.

Product Marketing Manager, Tock

Company: Tock

Location: Chicago, IL

Posted Jul 12, 2024

Tock is seeking a Product Marketing Manager to join their team. The role involves understanding customer needs, developing product positioning, and creating go-to-market strategies. The ideal candidate has 3+ years of experience in PMM or equivalent, hospitality technology experience is a plus, and can work collaboratively in a team environment.

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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