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Chief Operating Officer Remote Jobs in Naperville, IL

NSI

Chief Operating Officer

Chicago, IL · Remote

Chief Operating Officer Location: Based in the Chicago area. Within 1 hr drive to/from Elmhurst ... Flexible, remote position. Must be based in the Chicago area. NSI is an equal opportunity employer.

NSI

Chief Operating Officer

Chicago, IL · Remote

Chief Operating Officer Location: Based in the Chicago area. Within 1 hr drive to/from Elmhurst ... Flexible, remote position. Must be based in the Chicago area. NSI is an equal opportunity employer.

Mondo

Enterprise Solutions Architect

Downers Grove, IL · Remote

$200K - $250K/yr

Remote Start Date: 2-3 weeks from offer Duration: Permanent Compensation Range: $200k-$250k Visa ... Proven experience engaging senior executives (CTO, CIO, CFO, COO) and presenting proposed solutions ...

Kemper

SVP, Chief Technology Officer (CTO)

Chicago, IL · On-site +1

... IL, Remote-MI, Remote-NJ, St. Louis, Missouri Details Kemper is one of the nation's leading ... Enterprise Architecture & Technology Innovation The CTO is accountable for building and operating ...

Civis Analytics

Chief Technology Officer

Chicago, IL · Remote

Remote in Washington, DC Please note that candidates must currently live in the following states ... operating in ambiguity and making decisions with imperfect information * You want to lead teams ...

Civis Analytics

Chief Technology Officer

Chicago, IL · On-site +1

Remote in Washington, DC Please note that candidates must currently live in the following states ... operating in ambiguity and making decisions with imperfect information * You want to lead teams ...

ServiceNow

Senior Enterprise Account Executive

Chicago, IL · On-site +1

$130K - $215K/yr

Develop relationships with multiple C-suite personas (e.g., CFO, CIO, COO, CDO) across all product ... Work personas (flexible, remote, or required in office) are categories that are assigned to ...

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Chief Operating Officer Remote information

See Naperville, IL salary details

$41.4K

$151K

$269.1K

How much do chief operating officer remote jobs pay per year?

As of Aug 8, 2026, the average yearly pay for chief operating officer remote in Naperville, IL is $150,978.00, according to ZipRecruiter salary data. Most workers in this role earn between $111,300.00 and $184,700.00 per year, depending on experience, location, and employer.

What is the difference between Chief Operating Officer Remote vs Operations Manager Remote?

AspectChief Operating Officer RemoteOperations Manager Remote
ResponsibilitiesOversees company-wide operations, strategic planning, and executive decision-makingManages daily operational activities, team coordination, and process implementation
Required CredentialsTypically requires extensive experience, advanced degrees, and leadership skillsUsually requires relevant experience and industry-specific certifications
Work EnvironmentExecutive level, strategic focus, often in a corporate settingOperational focus, team management, often in a corporate or remote setting

The Chief Operating Officer Remote holds a higher strategic and leadership role overseeing the entire organization, while the Operations Manager Remote focuses on managing daily operations and team activities. Both roles may work remotely, but their scope and responsibilities differ significantly.

What are some common challenges faced by a remote chief operating officer when managing distributed teams?

A remote Chief Operating Officer (COO) often encounters challenges related to maintaining effective communication, ensuring accountability, and fostering a strong company culture across distributed teams. It can be difficult to align strategic objectives and operational processes when team members are spread across different time zones and locations. Successful remote COOs leverage digital collaboration tools, set clear performance metrics, and establish regular check-ins to bridge these gaps. Building trust and a sense of connection among remote staff is also essential to drive productivity and engagement.

What does a chief operating officer do in a remote work environment?

A Chief Operating Officer (COO) in a remote work environment oversees the day-to-day administrative and operational functions of a company, ensuring effective collaboration and productivity across distributed teams. They develop and implement business strategies, manage processes, and work closely with other executives to achieve organizational goals. The remote COO also focuses on leveraging technology to maintain communication, monitor performance, and drive company culture in a virtual setting.

What are the key skills and qualifications needed to thrive as a chief operating officer in a remote environment?

To thrive as a Chief Operating Officer (COO) remotely, you need extensive experience in operations management, strategic planning, and a proven track record of leadership, often supported by an advanced business degree. Familiarity with enterprise resource planning (ERP) systems, project management tools like Asana or Trello, and remote communication platforms such as Slack or Zoom is typically required. Exceptional soft skills such as decision-making, problem-solving, adaptability, and clear virtual communication set standout COOs apart. These skills and qualities are vital for ensuring organizational efficiency, maintaining alignment, and driving growth across distributed teams.
What are the most commonly searched types of Chief Operating Officer jobs in Naperville, IL? The most popular types of Chief Operating Officer jobs in Naperville, IL are:
What are popular job titles related to Chief Operating Officer Remote jobs in Naperville, IL? For Chief Operating Officer Remote jobs in Naperville, IL, the most frequently searched job titles are:
What job categories do people searching Chief Operating Officer Remote jobs in Naperville, IL look for? The top searched job categories for Chief Operating Officer Remote jobs in Naperville, IL are:
What cities near Naperville, IL are hiring for Chief Operating Officer Remote jobs? Cities near Naperville, IL with the most Chief Operating Officer Remote job openings:
Chief Operating Officer Remote jobs near you
Infographic showing various Chief Operating Officer Remote job openings in Naperville, IL as of August 2026, with employment types broken down into 1% As Needed, 79% Full Time, 15% Part Time, 4% Contract, and 1% Nights. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution, with an average salary of $150,978 per year, or $72.6 per hour.

Chief Operating Officer - Remote (10256)

Capstone Search Group

Chicago, IL • Remote

$200K - $250K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 8 days ago

Job description

About the Role

Unique career opportunity for an experienced health insurance professional as Chief Operating Officer, which is a blend of strategic and tactical responsibilities that positions a TPA for continued growth.


Requires expertise in self-funded healthcare operations, stop-loss programs, and claims management; coming from backgrounds that include benefits admin, payers, or another third-party administrator.


Qualified applicants should possess a well-rounded skill set in areas like:

  • Technology, compliance, claims appeals, and regulation
  • Client service, employee development, and workflow optimization
  • KPI and performance benchmarks around member services and implementation 


Location: Remote. Regular travel to be expected.

Company Description

Capstone Search Group is an insurance recruiting firm that offers creative, unique staffing solutions for the insurance industry! Our clients include insurance companies, agencies, brokers and intermediaries. Our goal as insurance recruiters is to help insurance organizations identify, attract and retain experienced talent that impacts immediate openings and promotes future growth. We offer Direct Hire (Contingency Search, Engaged/Retained and Recruitment Process Outsourcing [RPO]) and Contract Solutions (long-term contract, 1099 and temp-to-perm). We work nationally with expertise that spans top executives, middle management and technical level positions. We are committed to providing recruiting services of the highest degree of confidentiality, professionalism and integrity.