Regional Sales Manager
Company : Nautilus Insurance Company
Location : North Royalton, OH
Job Type : Full Time / Part Time
Date Posted : 28 December 2025
Company Details
Berkley Accident and Health is a risk management company that designs innovative solutions to address the unique challenges of each client. With our entrepreneurial culture and a strong emphasis on analytics, we can help employers better manage their risk. We offer a broad range of products, including employer stop loss, benefit captives, provider stop loss, HMO reinsurance, and specialty accident. The key to Berkley’s success is our nimble approach to risk – our ability to quickly understand, think through, and devise a plan that addresses each client’s challenges, coupled with the strong backing of a Fortune 500 company. Our parent company, W. R. Berkley Corporation, is one of the largest and best managed property/casualty insurers in the United States.
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This is a remote position with travel focused in the North Central region of the United States.
The company is an equal employment opportunity employer.
Responsibilities
As a Regional Sales Manager, you'll develop medical stop loss/captive program projects and opportunities in the Northcentral Region. You will devise and execute on a detailed, focused sales plan to identify target markets needed to hit sales goals, direct distribution of group captive programs by building a network of preferred producers, and creating new distribution outlets and facilitating marketing efforts to utilize alternative distribution methods including cross marketing through the Berkley family of companies, email blasts and newsletters, and attending industry events and seminars. We will train in captives, as long as you have stop loss sales experience.
What you can expect:
- Culture of innovation, teamwork, supportive colleagues and leaders willing to invest in talent
- Internal mobility opportunities
- Visibility to senior leaders and partnership with cross functional teams
- Opportunity to impact change
- Benefits – competitive compensation, paid time off, comprehensive wellness benefits and programs, employer funded health savings account, profit sharing, 401k, paid parental leave, employee stock purchase plan, tuition assistance and professional continuing education
We'll count on you to:
- Develop and manage distribution within assigned region (Northcentral Region)
- Identify sources, industries, organizations, and business alliances that present opportunities for new program development within assigned region
- Generate and facilitate high monthly volume of pre-qualified submissions for open portfolio of captive programs
- Support growth initiatives of open established programs
- Call on and develop relationships with agencies and sources within the assigned region
- Establish and maintain relationships and program status with key contacts at all existing and assigned programs within assigned region
- Leverage Berkley ESL Sales team relationships, established sources, and referrals to increase new program pipeline and existing program growth
- Seek out and increase expertise in various current and emerging risk management solutions
Qualifications
What you need to have:
- 10+ years sales experience, with an emphasis on medical stop loss insurance (will train in captives)
- Knowledge of principles and methods for selling group insurance products, including marketing strategy sales presentations
- Excellent communication and negotiation skills with internal and external customers
- Ability to be productive independently, yet work in a team environment
- Strong organizational, planning, and time management skills
What makes you stand out:
- Bachelors Degree
- Strong knowledge of available products
- Creativity and problem-solving skills a plus
Additional Company Details
We do not accept any unsolicited resumes from external recruiting agencies or firms. The company offers a competitive compensation plan and robust benefits package for full time regular employees including: • Pay range - base salary and commission: $150,000 to $500,000 • This position is commission driven • Benefits include: Health, dental, vision, dental, life, disability, wellness, paid time off, 401(k) and generous profit-sharing plans The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment.Sponsorship Details
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Frequently asked questions
North Royalton, OH, sees moderate competition for Regional Sales positions due to its proximity to Cleveland’s business hubs. Candidates with medical stop loss insurance expertise and regional network connections often stand out, benefiting from the area's growing insurance and risk management sectors.
Success in the Northcentral region hinges on leveraging local agency networks and cross-marketing opportunities within insurance families. Tailoring medical stop loss offerings to address regional client risk profiles and engaging in industry events can significantly boost program adoption.
Top candidates often combine over 10 years of sales experience with specialized knowledge in medical stop loss insurance products. Excellent communication, negotiation skills, and the ability to independently drive sales initiatives are crucial for managing complex captive program portfolios.
A Regional Sales Manager typically directs distribution strategies and builds extensive producer networks, while a Regional Sales Consultant focuses more on client-facing advisory and support. Managers take on leadership responsibilities, including sales planning and cross-functional collaboration.
Professionals frequently advance into regional director roles or specialized business development leadership. Gaining expertise in captive programs and stop loss solutions can open doors to senior sales executive positions within the insurance and risk management industries.
At Nautilus Insurance, Regional Sales Managers benefit from a culture prioritizing innovation and teamwork, plus strong backing from W. R. Berkley Corporation. The role offers visibility to senior leaders and access to comprehensive wellness and profit-sharing programs, enhancing career growth.
Nautilus facilitates targeted marketing efforts including email campaigns, industry event participation, and leveraging internal sales teams. This multi-channel approach empowers managers to develop new distribution outlets and deepen client relationships effectively across the Northcentral region.
Compensation ranges from $150,000 to $500,000 annually, heavily commission-driven, reflecting sales performance in medical stop loss and captive insurance programs. This competitive pay, combined with benefits like profit sharing and 401(k), rewards high-achieving sales leaders.
Mastery of group insurance sales techniques, strategic market targeting, and relationship-building with agencies underpin success. Additionally, creativity in problem-solving and adaptability to emerging risk management solutions differentiate top performers.
Though remote work is offered, significant travel across the Northcentral U.S. is expected, which can impact time at home. Effective time management and organizational skills are essential to balance client meetings, regional events, and remote work responsibilities.