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Freelance Chief Operating Officer Insurance Jobs in Romeoville, IL

CEO/COO

Chicago, IL · On-site

$350 - $600/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

The CEO serves as the primary leader of the organization, partnering closely with ownership and ... Monitor labor, food, beverage, and operating costs while identifying opportunities for improvement.

Fractional Chief Executive Officer

Crete, IL · On-site

$700 - $980/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Chief Operating Officer * Founder or Co‑Founder * Managing Director * Senior Executive ... Dental insurance * Vision insurance * Life insurance * Retirement plan Paid Time Off: Five (5) ...

General Manager

Shorewood, IL · On-site

$100K - $125K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Collaborate with the COO to develop parts & service sales forecast and performance measures ... Medical Insurance * Vision Insurance * Dental Insurance * Life and AD&D Insurance * Disability ...

General Manager

Shorewood, IL · On-site

$100K - $125K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Collaborate with the COO to develop parts & service sales forecast and performance measures ... Medical Insurance * Vision Insurance * Dental Insurance * Life and AD&D Insurance * Disability ...

Showing results 21-40

Freelance Chief Operating Officer Insurance information

See Romeoville, IL salary details

$42.3K

$154.2K

$274.8K

How much do freelance chief operating officer insurance jobs pay per year?

As of Aug 14, 2026, the average yearly pay for freelance chief operating officer insurance in Romeoville, IL is $154,168.00, according to ZipRecruiter salary data. Most workers in this role earn between $113,700.00 and $188,600.00 per year, depending on experience, location, and employer.

What are popular job titles related to Freelance Chief Operating Officer Insurance jobs in Romeoville, IL?

For Freelance Chief Operating Officer Insurance jobs in Romeoville, IL, the most frequently searched job titles are:

What cities near Romeoville, IL are hiring for Freelance Chief Operating Officer Insurance jobs?

Cities near Romeoville, IL with the most Freelance Chief Operating Officer Insurance job openings:

Chief Operating Officer - Remote (10256)

Capstone Search Group

Chicago, IL • Remote

$200K - $250K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 14 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.