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Nautilus Insurance Company

Regional Sales Manager

Company : Nautilus Insurance Company

Location : Seattle, WA

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.

  #LI-AV1  #LI-Remote

This is a remote position with travel focused on the Northwest region.  

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 Northwest 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 (Southwest 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

Sponsorship not Offered for this Role

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Frequently asked questions

Seattle's insurance sector is growing steadily, with competition for Regional Sales Manager roles like at Nautilus Insurance being moderate. Candidates with strong stop loss insurance sales experience and regional networking skills tend to stand out amid demand for innovative risk management solutions.

While the position offers remote flexibility, expect frequent travel across the Northwest to build client relationships and attend industry events. This hybrid approach balances remote work benefits with essential face-to-face engagement crucial for regional sales success.

Emphasizing expertise in medical stop loss products, strategic sales planning, and negotiation prowess is vital. Familiarity with captive program development and the ability to independently manage regional accounts also significantly enhance candidacy.

Regional Sales Managers typically oversee broader territories and focus on complex sales strategies like captive program development, whereas Area Sales Managers concentrate on localized retail sales and operational management within smaller markets.

Growth paths often lead to senior leadership roles such as Regional Director of Sales or National Sales Manager. Developing cross-functional expertise and building strong industry networks accelerate advancement in this field.

Nautilus provides robust training in captives, a culture fostering innovation, partnership with cross-functional teams, and competitive compensation including commission. Their supportive environment enhances strategic sales execution within the Northwest region.

Beyond competitive pay, Nautilus offers profit sharing, 401(k), paid parental leave, and tuition assistance. Such comprehensive benefits packages support both career development and personal wellness, making the role attractive.

Salaries range broadly from $150,000 to $500,000, reflecting commission-driven potential and experience levels. Seattle’s market and the role’s complexity influence compensation, rewarding high performers in medical stop loss sales.

This role leverages seasoned sales experience within a dynamic insurance niche, offering autonomy, leadership exposure, and opportunities to influence regional market strategies while benefiting from a Fortune 500-backed company culture.

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