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Nautilus Insurance Company

Sales Supervisor

Company : Nautilus Insurance Company

Location : Everett, WA

Job Type : Full Time

Date Posted : 26 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

Everett's insurance sector shows moderate competition for Sales Supervisors, with companies valuing candidates who combine stop loss insurance expertise and strong regional sales networks. Local firms often seek professionals familiar with Northwest risk management trends, making networking and specialized knowledge key to standing out.

Everett's moderate cost of living allows Sales Supervisors to command salaries that balance regional affordability with industry standards. Candidates often expect compensation reflecting local market rates, typically ranging from $150,000 to $500,000 annually when including commissions in insurance sales roles.

Leading remote sales teams in the Northwest demands adaptability to varied client needs and time zones, plus strong digital communication skills. A Sales Supervisor must foster cohesion and motivation virtually while tailoring sales strategies to regional market dynamics and insurance product nuances.

Mastering negotiation, client relationship management, and in-depth knowledge of group insurance products are vital. Additionally, creativity in problem-solving and the ability to devise targeted sales plans significantly boost career progression within specialized insurance sales leadership.

A Sales Supervisor typically orchestrates sales strategy execution, manages distribution channels, nurtures client and agency relationships, and coordinates marketing initiatives. They also analyze sales metrics and guide their team to meet high-volume submission targets, especially in niche insurance markets.

At Nautilus Insurance, the Sales Supervisor role benefits from a Fortune 500-backed environment, emphasizing innovation and cross-functional collaboration. Unique perks include exposure to senior leadership, comprehensive wellness programs, and opportunities to influence risk management solutions in a dynamic, entrepreneurial culture.

Nautilus invests in talent through tuition assistance, continuing education, and internal mobility options. Sales Supervisors gain access to mentorship, cross-departmental projects, and advanced training in captives and stop loss insurance, fostering both personal growth and career advancement.

The compensation for this Sales Supervisor role is commission-driven, with a base salary plus commissions ranging approximately from $150,000 to $500,000 annually. This reflects the position's seniority, sales targets, and the competitive insurance market in Everett.

While not mandatory, certifications in risk management or group insurance sales can enhance a candidate’s profile. In Everett, employers appreciate candidates with a bachelor's degree and demonstrated expertise in medical stop loss insurance, signaling readiness for complex insurance program management.

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