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Flexible Remote Operations Manager Jobs in Chicago, IL

Casechek

People Operations Manager

Chicago, IL · On-site +1

As a People Operations Manager , you will take full ownership of our people operations function. In ... or remote setup (National). * Flexible Time Off (Unlimited PTO) - Recharge and focus on what ...

Zapp

US Buying & Operations Manager

Chicago, IL · On-site +1

$80K - $120K/yr

NYC, SF, LA, CHI or MIA - Full-time (remote) We are looking for a hands-on US Buying & Operations Manager to build and scale Zapp's US supply chain from the ground up. This is a rare zero-to-one role ...

CIBC US

Equipment Finance Operations Manager

Chicago, IL · On-site +1

$110K - $135K/yr

At CIBC, we provide a flexible work environment to help you thrive. You'll have the ability to ... remote work as required by business needs. How you'll succeed * Operational execution - Manage day ...

CIBC

Equipment Finance Operations Manager

Chicago, IL · On-site +1

$110K - $135K/yr

At CIBC, we provide a flexible work environment to help you thrive. You'll have the ability to ... remote work as required by business needs. How you'll succeed * Operational execution - Manage day ...

moomoo

Futures Operations Manager

Chicago, IL · Remote

Jersey City, NJ or Dallas, TX or Remote About the Team & Role: The Futures Clearing Operations Manager is responsible for overseeing all clearing and settlement activities for US futures transactions ...

Steer

Partner Operations Manager

Chicago, IL · Remote

This role is 100% remote and available to US-based candidates. You Are * An Ecosystem Operator ... Flexible PTO with a 15-day minimum * Generous Parental Leave * FSA and HSA options * 401(k)

Softheon

Business Operations Manager

Chicago, IL · Remote

Operational Management & Process Improvement * Oversee day-to-day business operations to ensure ... Although we work in a remote-first environment, all roles require in-person attendance at our ...

Embarc Advisors

People Operations Manager

Chicago, IL · Remote

Remote (applicants residing in Mountain and Central time zones are preferred)The People Operations Manager manages the day-to-day people operations of Embarc Advisors, serving as the firm's primary ...

Embarc Advisors

People Operations Manager

Chicago, IL · Remote

Remote (applicants residing in Mountain and Central time zones are preferred) The People Operations Manager manages the day-to-day people operations of Embarc Advisors, serving as the firm's primary ...

VIATechnik

Operations Manager, Electrical

Chicago, IL · Remote

$150K/yr

This is a remote role within the United States. US work authorization is required. About VIATechnik ... and flexible time offA 401(k) plan that is fully vested immediatelyHome office setup costsPaid ...

VIATechnik

Operations Manager, Electrical

Chicago, IL · Remote

$150K/yr

This is a remote role within the United States. US work authorization is required. About VIATechnik ... Open and flexible time off * A 401(k) plan that is fully vested immediately * Home office setup ...

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All JobsOperations JobsFlexible Remote Operations Manager JobsFlexible Remote Operations Manager Jobs in Chicago, IL

Flexible Remote Operations Manager information

See Chicago, IL salary details

$31.9K

$65.4K

$122.1K

How much do flexible remote operations manager jobs pay per year?

As of Aug 21, 2026, the average yearly pay for flexible remote operations manager in Chicago, IL is $65,369.00, according to ZipRecruiter salary data. Most workers in this role earn between $42,200.00 and $79,800.00 per year, depending on experience, location, and employer.

What does a flexible remote operations manager do?

A Flexible Remote Operations Manager oversees day-to-day operations for a company or department while working remotely and often with a flexible schedule. Their responsibilities include coordinating teams, optimizing workflows, managing resources, and ensuring that business objectives are met efficiently from a remote location. They use various digital tools to communicate, track progress, and solve problems, adapting to changing needs and schedules. This role requires strong organizational, communication, and leadership skills, as well as the ability to manage remote teams effectively.

What are the key skills and qualifications needed to thrive as a flexible remote operations manager?

To thrive as a Flexible Remote Operations Manager, you need strong organizational, project management, and leadership abilities, usually backed by a bachelor's degree in business, management, or a related field. Familiarity with digital collaboration tools like Slack, Asana, and Zoom, as well as experience with process optimization and data analysis platforms, is common. Excellent communication, adaptability, and problem-solving skills help you excel in remote and dynamic environments. These competencies ensure efficient operations, seamless team coordination, and effective achievement of organizational goals regardless of location.

How does a flexible remote operations manager typically collaborate with distributed teams across different time zones?

A Flexible Remote Operations Manager often coordinates with teams and stakeholders located in various time zones, which requires strong communication and organizational skills. They usually leverage digital collaboration tools like project management platforms, video conferencing, and instant messaging to ensure seamless information flow and accountability. Scheduling regular check-ins and maintaining clear documentation helps bridge time differences and keep projects on track. Being adaptable and proactive in addressing potential miscommunications is key to successful remote operations management.

What is the difference between Flexible Remote Operations Manager vs Remote Project Coordinator?

AspectFlexible Remote Operations ManagerRemote Project Coordinator
Required CredentialsExperience in operations, project management certifications (e.g., PMP), strong communication skillsProject management experience, basic certifications preferred, excellent organizational skills
Work EnvironmentOversees multiple teams, manages workflows, strategic planning in a remote settingSupports project teams, coordinates tasks, tracks project progress remotely
Employer & Industry UsageUsed across industries like tech, logistics, and services for operational oversightCommon in marketing, IT, and consulting firms for project execution

The Flexible Remote Operations Manager focuses on overseeing overall operations and strategic planning remotely, while the Remote Project Coordinator handles specific project tasks and team coordination. Both roles require strong communication skills and remote work experience, but the Operations Manager has broader responsibilities in managing workflows and processes.

What are the most commonly searched types of Remote Operations Manager jobs in Chicago, IL?

The most popular types of Remote Operations Manager jobs in Chicago, IL are:

What are popular job titles related to Flexible Remote Operations Manager jobs in Chicago, IL?

For Flexible Remote Operations Manager jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Flexible Remote Operations Manager jobs in Chicago, IL look for?

The top searched job categories for Flexible Remote Operations Manager jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Flexible Remote Operations Manager jobs?

Cities near Chicago, IL with the most Flexible Remote Operations Manager job openings:

Flexible Remote Operations Manager jobs near you
Infographic showing various Flexible Remote Operations Manager job openings in Chicago, IL as of June 2026, with employment types broken down into 75% Full Time, 16% Part Time, and 9% Contract. Highlights an 100% Remote job distribution, with an average salary of $65,369 per year, or $31.4 per hour.

People Operations Manager

Casechek

Chicago, IL • On-site, Remote

Full-time

Medical, Dental, Retirement, PTO

Posted 28 days ago

Job description

Casechek is on a mission to innovate the implant supply chain and bring greater transparency to the cost of patient care. From procurement to payment, Casechek automates workflows for vendor supported surgical procedures. Our emergent Bill Only solution provides a comprehensive system of record for Hospitals and Health Systems to manage the complexity of surgical cases with implantable medical devices, expose hidden expenses and surface revenue opportunities.
As a People Operations Manager, you will take full ownership of our people operations function. In this pivotal role, you will oversee all aspects of talent acquisition, workforce strategy, talent development and culture cultivation. As a trusted advisor to both leadership and team members, you will enhance policies and procedures, spearhead engagement initiatives, and manage compensation and benefits administration to support our team's growth and well-being. This position offers a unique opportunity to lead and drive organizational growth.
Casechek is a highly collaborative environment, and our team is also self-motivated and works independently. We strongly believe that great ideas are not created in isolation. Our team interacts with our healthcare customers to understand their needs and ultimately deliver the best user experience possible.
ABOUT US
  • Casechek is based out of Chicago's Fulton Market, but we're a hybrid, remote and in-person team.
  • We are highly motivated and passionate about solving healthcare's messiest problems with new technologies.
  • We value diversity, curiosity, and a passion for learning. The team has a lot of advanced degrees and even a few professional musicians.
  • Innovating the implant supply chain is a marathon and not a sprint. We support each other in long-term growth and value developing transferable skills.

ABOUT YOU
  • Highly motivated with a strong sense of urgency to drive results.
  • Passionate about fostering great teams and building ethical organizations.
  • Demonstrated ability to take ownership of projects with minimal oversight.
  • Strong presentation skills, capable of articulating complex ideas effectively.
  • Resourceful self-starter with a proactive approach to problem-solving.
  • Exceptional ability to prioritize and manage multiple projects simultaneously.
  • Proficient in handling highly sensitive and confidential information.
  • Advocate for diversity and inclusion, committed to creating an inclusive work environment.
RESPONSIBILITIES
  • Lead all aspects of talent acquisition, from sourcing and interviewing to onboarding, ensuring a positive experience for candidates and team members.
  • Develop and execute workforce strategies that align with organizational goals, fostering a culture of continuous improvement and employee engagement.
  • Serve as a strategic advisor to leadership and team members on people operations matters, providing guidance and support.
  • Oversee payroll and benefits administration in partnership with our PEO.
  • Stay updated on HR best practices, labor laws, and industry trends to ensure compliance and drive continuous improvement.
REQUIREMENTS
  • 7+ years of People Operations experience including full-cycle recruiting, onboarding, payroll and benefits administration, policy development, personnel relations and leading engagement initiatives.
  • Bachelor's degree
  • Experience filling technical and data driven roles including software engineering and data analytics positions.
  • Strong analytical skills with the ability to use data to drive outcomes.
  • Excellent interpersonal skills and coaching ability.
  • In-depth knowledge of human resources best practices and labor laws.
  • Demonstrated success in building high-caliber organizations.

Reside in the Chicagoland area and be able to work in the office as part of a hybrid work environment.
TECH STACK
  • Leapsome
  • Greenhouse ATS
  • Google Workplace
  • Slack
  • Docusign
  • Carta
WHY YOU'LL LOVE WORKING HERE
  • Competitive Salary and Annual Bonus - The salary range for this role is $100,000 - $115,000
  • Opportunity for Long-Term Incentives (LTI) - Be part of our success with equity or long-term incentive plans that grow with the company.
  • 401(k) Match - Invest in your future with our generous matching program to help you build long-term financial security.
  • Work-from-Home Flexibility - Enjoy the freedom to work where you're most productive with a supportive hybrid (Chicago) or remote setup (National).
  • Flexible Time Off (Unlimited PTO) - Recharge and focus on what matters most with unlimited paid time off tailored to your needs.
  • Parental Leave - Take time to bond and care for your growing family with fully paid parental leave options.
  • Comprehensive Medical and Dental Benefits - Prioritize your health and well-being with premium plans for you and your family.
  • Brand-New Pro-Level Laptop - Equipped with top-tier tools and technology to set you up for success from day one.
  • Annual Education Budget - Expand your skills and knowledge with dedicated funding for courses, certifications, and learning resources.

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