Lead Operations. Develop People. Drive Results.
SISCO is seeking an experienced and strategic Operations Leader to help shape the future of our organization. This role serves as a key partner to leadership and provides oversight across operational functions to ensure exceptional service, operational excellence, employee engagement, and business performance.
The ideal candidate is a collaborative, results-driven leader who thrives in a fast-paced environment and has a passion for developing teams, improving processes, and delivering outstanding customer experiences. If you enjoy building alignment across departments, leading change, and creating scalable operational solutions, we'd love to connect with you.
What You'll Do
As Operations Leader, you will:
- Provide leadership and strategic direction across multiple operational teams and functions.
- Partner with organizational leaders to align people, processes, and priorities with business objectives.
- Drive operational excellence through continuous improvement initiatives, process optimization, and performance management.
- Develop, coach, and mentor leaders while fostering a culture of accountability, collaboration, and engagement.
- Monitor key performance indicators and implement strategies that improve efficiency, quality, and service outcomes.
- Lead cross-functional initiatives that support organizational growth and scalability.
- Collaborate with internal stakeholders to resolve complex operational challenges and maintain high levels of client satisfaction.
- Assist with workforce planning, budgeting, resource allocation, and operational forecasting.
- Support implementation of new programs, technologies, and organizational initiatives.
- Ensure compliance with company policies, client requirements, and applicable regulatory standards.
What We're Looking For
Required Qualifications
- Bachelor's degree in Business, Healthcare Administration, Management, Insurance, or a related field; equivalent experience may be considered.
- 7+ years of progressive leadership experience in operations, service delivery, insurance, healthcare administration, employee benefits, claims administration, or a related industry.
- Demonstrated success leading leaders and managing multiple teams.
- Strong business acumen with the ability to analyze performance metrics and drive meaningful improvements.
- Proven ability to build relationships, influence stakeholders, and lead organizational change.
- Excellent communication, problem-solving, and decision-making skills.
- Track record of developing high-performing teams and delivering business results.
Preferred Qualifications
- Experience within employee benefits administration, healthcare, insurance, claims administration, or a third-party administrator (TPA) environment.
- Experience leading enterprise or large-scale operational improvement initiatives.
- Lean, Six Sigma, or other operational excellence certifications.
Why SISCO?
At SISCO, we are focused on delivering exceptional service and innovative solutions for our clients and partners. We believe our people are our greatest asset and are committed to creating an environment where leaders can make an impact, drive change, and help others succeed.
As our Operations Leader, you will:
- Play a critical role in shaping organizational strategy and performance.
- Partner with senior leadership on high-impact business initiatives.
- Lead talented teams and develop future leaders.
- Drive operational improvements that create meaningful results.
- Join a collaborative, values-driven organization committed to service excellence.
Ready to Make an Impact?
If you're a strategic operations professional who excels at developing people, improving performance, and leading through influence, we encourage you to apply and become part of the SISCO leadership team.
Skills Required
- Bachelor's degree in Business, Healthcare Administration, Management, Insurance, or related field (or equivalent experience)
- 7+ years progressive leadership experience in operations, service delivery, insurance, healthcare administration, employee benefits, or claims administration
- Demonstrated success leading leaders and managing multiple teams
- Strong business acumen with ability to analyze performance metrics and drive improvements
- Proven ability to build relationships, influence stakeholders, and lead organizational change
- Excellent communication, problem-solving, and decision-making skills
- Track record of developing high-performing teams and delivering business results
- Experience within employee benefits administration, healthcare, insurance, claims administration, or a TPA environment
- Experience leading enterprise or large-scale operational improvement initiatives
- Lean, Six Sigma, or other operational excellence certifications
Cottingham & Butler Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Cottingham & Butler and has not been reviewed or approved by Cottingham & Butler.
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Strong & Reliable Incentives — Variable pay elements—such as commissions, bonuses, and profit sharing—create meaningful earning upside in certain roles. Feedback suggests these incentives contribute to stronger satisfaction where performance pay is prominent.
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Retirement Support — A 401(k) with company match and profit sharing strengthens long‑term savings potential. Feedback suggests tax‑advantaged accounts and, in some roles, day‑one eligibility add tangible value.
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Parental & Family Support — Priority access and discounted rates at the Dubuque HQ onsite childcare center directly support working parents. Family‑oriented perks complement the broader health and time‑off offerings.
Cottingham & Butler Insights
What We Do
Cottingham & Butler is the 31st largest insurance broker in the U.S. and a recognized leader in offering innovative property & casualty and employee benefit insurance solutions. The company is headquartered in Dubuque, Iowa, and employs over 1,200 employees across the U.S. Better Every Day. That's our promise to our clients. We deliver better advice, better service, and better ideas than our competitors. Every Day. It's a commitment to challenging conventional wisdom, innovating, improving how we serve our clients and growing as industry professionals. This approach has produced superior results for our clients, and a growth track record that has propelled us forward since 1887
