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.

Wealth Management Operations Associate

Company: Supernova Technology

Location: Chicago, IL

Posted Jan 07, 2025

Supernova Technology, founded in 2014, offers a cloud-based, customizable software solution for securities-based lending. The company aims to democratize access to securities-based lending and improve the financial ecosystem. The Wealth Management Operations Associate role involves assisting clients and financial advisors with various aspects of wealth management lending and ongoing servicing. Responsibilities include supporting clients, onboarding new advisors, guiding loans through the process, and maintaining confidentiality. Qualifications include a Bachelor's degree in finance or related fields, Series 7, margin lending experience, and proficiency in Microsoft Office Suite. Supernova Technology fosters a culture of collaboration, continuous learning, and growth, offering a robust benefits package including medical, dental, vision insurance, retirement savings, and more.

Principal DevOps Engineer

Company: Avant

Location: Chicago, IL

Posted Jan 02, 2025

Avant is seeking a skilled Infrastructure team member to design, develop, and deploy cloud infrastructure solutions using modern technologies like AWS and Google Cloud Platform. The role involves automating infrastructure management, collaborating with software engineering teams, monitoring platform performance, and continuously optimizing infrastructure for reliability, scalability, and cost-efficiency. The ideal candidate should have strong development experience in a modern programming language, proven experience in platform engineering, and familiarity with container orchestration tools, cloud computing concepts, and standard infrastructure-as-code tools. The role is based in Avant's downtown Chicago office and offers a competitive salary range, benefits, and opportunities for professional growth.

Product Manager (Records Management)

Company: iManage

Location: Chicago, IL

Posted Jan 07, 2025

iManage is a company that values employee wellbeing and work-life balance, offering flexible working policies and a supportive culture. They are committed to diversity and inclusion, encouraging applications from all backgrounds. The role of a Product Manager involves creating, delivering, and evangelizing a vision for data-driven insights, driving product strategy, and collaborating with cross-functional teams. The ideal candidate has a degree in Computer Science or related field, knowledge of the security and information governance market, and experience in records management. iManage provides competitive compensation, comprehensive benefits, and opportunities for career growth and learning.

OTR Flatbed CDL A Truck Driver

Company: Blackhawk

Location: Chicago, IL

Posted Jan 01, 2025

Sign On Bonus - ASK FOR DETAILS!!! Drivers are out on average 4 weeks at a time. Ask how home time works / can be flexible with appropriate notice.

Senior IT Analyst Applications

Company: Caterpillar

Location: Peoria, IL

Posted Jan 08, 2025

Caterpillar Inc. is seeking an IT Applications Analyst to develop and support customized engineering application solutions. The role involves working on complex projects, designing and implementing processes, and troubleshooting technical issues. The ideal candidate should have a Bachelor's degree in Computer Science or Engineering, proficiency in C++ and Python, experience with CAD software packages, and knowledge of source code management tools. The position offers a competitive salary range of $110,520 - $165,840, along with comprehensive benefits including a medical, dental, and vision coverage, paid time off, a 401k savings plan, and more. The candidate must be willing to work out of one of the provided locations and be present in the office three times a week.

Email Marketing Specialist

Company: Vivid Seats

Location: Chicago, IL

Posted Jan 03, 2025

Vivid Seats, a leading online ticket marketplace founded in 2001, is seeking an Email Marketing Specialist. The role involves creating engaging campaigns, leveraging advanced technology, driving app adoption, analyzing and optimizing campaign performance, and collaborating with cross-functional teams. The ideal candidate should have proven experience in enterprise CRM platforms, strong organizational skills, an analytical mindset, and proficiency in email tools and technologies. Vivid Seats offers a competitive salary range of $50,000 to $80,000 USD, along with comprehensive benefits and a flexible hybrid working model.

Associate, Compliance Testing

Company: Avant

Location: Chicago, IL

Posted Jan 02, 2025

Avant is hiring for a compliance role in Chicago, seeking an entrepreneurial, self-driven candidate with a strong background in consumer lending regulations. The role involves conducting regulatory compliance monitoring, supporting risk assessments, and providing training. The ideal candidate should have 4+ years of financial services regulatory compliance experience, in-depth knowledge of federal and state consumer protection regulations, and excellent communication skills. Avant offers a competitive salary range, benefits, and a flexible work environment. The company values diversity, collaboration, and problem-solving, and encourages employees to be active owners of their career paths.

Account Executive

Company: Jungle Scout

Location: Chicago, IL

Posted Jan 02, 2025

Jungle Scout is seeking an Account Executive with 5+ years of successful SaaS sales experience, preferably in eCommerce or data, to sell Cobalt 20 to Enterprise consumer brands and agencies. The role involves selling to multiple levels within a customer's organization, creating custom ROI decks, and managing client relationships. Jungle Scout offers a remote-first culture, competitive compensation, and comprehensive benefits. The company is committed to diversity, equity, and inclusion.

RCM Specialist, Accounts Receivable

Company: Help At Home

Location: Chicago, IL

Posted Jan 07, 2025

Help at Home, a leading national provider of inhome personal care services, is seeking a RCM Specialist AR. The role involves data entry, bookkeeping tasks, and managing accounts receivable functions. The ideal candidate should be flexible, value progress over perfection, and have strong communication skills. Essential duties include submitting claims, tracking and resolving issues, maintaining accurate records, and producing reports. Required skills include self-motivation, reliability, attention to detail, and knowledge of Medicaid/MCO billing practices. Benefits include weekly pay, healthcare insurance, paid time off, and career growth opportunities.

Data Engineering Manager (Remote)

Company: Inspira Financial

Location: Chicago, IL

Posted Jan 07, 2025

Inspira Financial is seeking a Data Engineering Manager for Enterprise Data Visualization. The role involves leading an agile team of data engineers, improving data delivery quality, and enhancing data analysis. The candidate will work closely with business leaders, analysts, and third-party providers to design and develop the Enterprise Reporting Platform. Preferred qualifications include 10+ years of experience in Data Engineering, Data Visualization, or Software Product Development, a Bachelor's degree in a related field, and certifications in Tableau, Microsoft Azure, and Snowflake. The role requires strong programming skills, understanding of databases, and experience in working with enterprise reporting. The candidate should possess excellent analytical skills, be highly self-motivated, and have experience in a high availability environment. The compensation is $130,000 to $160,000 per year.

Engineering Leader - Fire Suppression

Company: UL Solutions

Location: Chicago, IL

Posted Dec 31, 2024

The job description for an Engineering Leader at UL Solutions is for a hybrid role based in Northbrook, IL. The role involves capacity and capability management, project management, process improvements, team management, and customer relationship building. The ideal candidate should have a university degree in Business Administration, Management, Engineering, or a related field, along with five years of directly related experience. The role requires strong leadership, performance management, and communication skills.

Vendor Management Representative - Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jan 07, 2025

This role involves managing relationships with vendors, conducting due diligence, and monitoring performance and risk. Responsibilities include negotiating contracts, creating policies, and ensuring compliance with regulations. The position requires a Bachelor's degree in Business Finance or related field, or equivalent experience. The typical hiring range is $58,800 to $83,050 annually, with additional benefits such as health care, 401k, and flexible work arrangements. The role involves working with various departments, conducting risk assessments, and maintaining integrity and ethics in all actions.

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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