Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Underwriting Leader

$170k - $225k

Sentry Insurance Co

At Sentry, our business is built around people. We are looking for a results-driven individual to lead and grow a book of businesses in the new market of Hawaii.

We're passionate about offering the best services to our customers-and that spark begins with our team. This position will be responsible for revenue and profitability of the Hawaii region, with the ideal candidate residing on the island of Oahu.

What You'll Do

As an Underwriting Leader you will independently build, manage, and provide ownership to a new book of business. In addition, you will:

  • Direct the positioning of Sentry's products to increase premium, profit, and market share.
  • Create and execute an effective business strategy to optimize premium growth and profitability across lines of business.
  • Maintain knowledge of market trends, competitor products and strategies, rate levels, and product success and shortcomings in order to reach profitable growth objectives.
  • Set strategies using commercial lines business knowledge based on a deep understanding of market dynamics, independent agencies, and local talent within the area to build and manage a profitable book of business.
  • Plan and conduct account and agency meetings, seeking and assisting with the appointment of new agents.
  • Solicit accounts through appointed commercial lines independent agents.
  • Analyze quality and quantity of risks underwritten and evaluate prospective accounts and independent agencies to determine their acceptability of the risks and services needed.
  • Monitor, review, and evaluate results, premium trends and retention, new business and loss ratio of assigned territory.
  • Be responsible for building and leading a small team of underwriters, including performance oversight and professional growth to achieve business unit goals and maintain high performance standards

What it Takes

  • 10+ years of underwriting experience specifically within standard commercial lines property and casualty insurance in the state of Hawaii
  • Familiarity with the Commercial Lines marketplace in the state of Hawaii and experience working the agents on the islands
  • Experience with effectively building and managing a profitable book of commercial lines business with the ability to manage profitability through effective agency management
  • Strong familiarity with state insurance regulations
  • Understanding and knowledge of selecting and managing independent commercial lines agents
  • Proficiency developing a strategic business plan for entry into new markets
  • Experience collaborating with products and pricing teams in introducing new products or enhancements to existing products

What You'll Receive

At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive.

  • 401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future.
  • Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off
  • Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle.
  • As a Sentry associate, you will have an in-office workspace and materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide equipment for your home office. 
  • Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program.
  • Well-being and Employee Assistance programs.
  • Sentry Foundation gift matching program to encourage charitable giving.
  • Based on experience and qualifications, the pay range for this position as an Underwriting Leader is $170,000 - $225,000 annually.

About Sentry

While our headquarters are in Stevens Point, Wisconsin, and we have offices across the United States, Sentry has built a strong and lasting relationship with the Maui community, the former home of the PGA TOUR's The Sentry event. Through our Connected Communities initiative, we connect organizations in Stevens Point and Maui with shared goals in education, agriculture, community service, and even brewing—fostering collaboration that benefits both communities. Additionally, Sentry has supported Maui through philanthropic partnerships with organizations including Maui United Way, Maui Food Bank, Boys & Girls Clubs of Maui, and other local nonprofits; disaster relief following the Lahaina wildfires; and the Sentry Scholars program, which provides scholarships to Maui students.

We take great pride in making Forbes' list of America's Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction.

Our bright future is built on a long-track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we're one of the largest and financially strongest mutual insurance companies in the United States. We're rated A+ by A.M. Best, the industry's leading rating authority.

Get ready to own your future at Sentry. Opportunities await!

Talent Acquisition Manager

Hannah Krueger

View email address on jobs2careers.com

Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

Vacancy posted 14 hours ago
Similar jobs that could be interesting for youBased on the Underwriting Leader in Hawaii vacancy
  • A media company in Hawaii is seeking a professional to manage existing affiliate partnerships. Responsibilities include team management, strategic planning, and collaborating on new business opportunities. The role focuses on communication with partners to optimize performance...
    Suggested
    Part time

    Martech Record, LLC

    Hawaii
    2 days ago
  • Highgate Hotels, LP seeks a VP of Finance to lead the Hawaii portfolio's financial strategy, partnering with General Managers and ownership groups to drive performance and create long-term value across multiple properties. The role reports to the SVP Finance and emphasizes...
    Suggested
    Full time
    Local area

    Highgate Hotels, LP

    Honolulu, HI
    2 days ago
  •  ...A leading consulting and engineering firm is seeking an Industrial Client Service Leader to drive growth in their Industrial business unit. This role involves developing client relationships and managing business development initiatives in diverse industrial markets.... 
    Suggested
    Full time

    CDM Smith

    Honolulu, HI
    2 days ago
  • $100 per hour

     ...We are seeking a seasoned SAP Practice Leader to drive growth and delivery of SAP services for global clients. You will oversee end-to-end SAP projects, manage profitability, and collaborate with clients to address complex business challenges. Ideal candidates have 2... 
    Suggested
    Full time

    Twitter

    Honolulu, HI
    2 days ago
  • Maximus is seeking a Senior Director, Capture to lead strategic planning and solutioning architecture across multiple business lines. This remote role requires extensive collaboration with senior leadership and is essential for shaping competitive offerings. The ideal candidate...
    Suggested
    Full time
    Remote work

    Maximus

    Honolulu, HI
    2 days ago
  •  ...Hyatt Vacation Club at Ka\'anapali Beach is seeking a dynamic leader to serve as the primary strategic business head of the property in Lahaina, HI. The role oversees operations, human resources, and financial performance while driving brand service initiatives and owner... 
    Full time

    Hyatt Vacation Club at Ka'anapali Beach

    Lahaina, HI
    2 days ago
  • $18.3 - $24.8 per hour

     ...Merchandise Leader As the Merchandise Leader, you are the Merchandising Team Leader's right hand in ensuring your store is always rocking AEO Brand Visual Standards. Your expertise lies in executing effective Floorsets, marketing and merchandising updates; plus, you... 
    Full time
    Part time
    Casual work
    Seasonal work
    Local area
    Flexible hours
    Shift work
    Weekend work
    Afternoon shift
    Early shift

    American Eagle Outfitters

    Kapolei, HI
    1 day ago
  • $182.5k - $208.3k

    A leading financial services company is seeking a Senior Business Analysis Manager to drive business growth and lead a team of analysts. This role involves strategic leadership, quantitative and qualitative analysis, and project management in a collaborative remote-eligible...
    Remote work

    Capital One

    Honolulu, HI
    3 days ago
  • $149.21k - $197.55k

    Company Description Founded in 1989 and headquartered in Reston, Virginia, SOSi is a private defense and government solutions business specializing in advanced technology systems and mission support. Its capabilities include data science, software development, network engineering...
    Full time
    Contract work
    Work at office
    Local area
    Remote work

    SOSi

    Honolulu, HI
    3 days ago
  • $134.26k

     ...difference and change the world. Job Description The Infrastructure Services Group is seeking an Energy and Power Discipline Leader. This is an exciting opportunity to support the growth of CDM Smith’s energy and power service offerings. This position calls for subject... 
    Work experience placement
    H1b
    Local area

    CDM Smith

    Hilo, HI
    1 day ago
  • $18 - $21 per hour

     ...Keiki! Be the best part of a child's school day The final bell rings—but the day is just getting started. As an After School Group Leader with Kamaʻāina Kids , you'll turn afternoons into opportunities for children to learn, play, build friendships, and discover new interests... 
    Part time
    Immediate start
    Relocation
    Monday to Friday
    Shift work
    Afternoon shift

    Kamaaina Kids

    Kahului, HI
    3 days ago
  • $120.97k

     ...Description CDM Smith is seeking an experienced Engineer or Technical Construction Expert to serve as the Remedial Action Discipline Leader. This national leadership role is responsible for advancing remedial action strategies, ensuring the effective application of... 
    Work experience placement
    H1b

    CDM Smith

    Hilo, HI
    2 days ago
  • UFC GYM in Hilo, Hawaii, seeks an Operations Manager to ensure smooth daily functions and drive operational revenue. This role involves overseeing daily operations, managing staff development, and enhancing member experience. Ideal candidates will have prior management...

    UFC Gym

    Hilo, HI
    3 days ago
  • A dynamic tech company is seeking individuals for a fulfilling customer service leadership role that emphasizes flexibility and growth. The position offers the opportunity to work from home and manage a schedule that aligns with your lifestyle. Candidates should have a...
    Remote work
    Work from home

    Medium

    Kailua, HI
    1 day ago
  • $57.1k - $121.9k

     ...Section Leader Under the direction of the Site PSM, Government Client Leadership or designate, lead a team involved in all phases of passport processing, customer service and PRISM functions. Includes planning, directing and coordination of the daily activities of... 
    Contract work
    For contractors
    Work at office

    CGI

    Honolulu, HI
    2 days ago
  • The Queen's Health Systems is looking for an Advanced Practice Provider (APP) in Honolulu, Hawaii. The role involves diagnosing, treating, and collaborating with other healthcare professionals to enhance patient care. Qualified candidates must have a current Hawaii State...

    The Queen's Health Systems

    Honolulu, HI
    3 days ago
  •  ...We are located in Ala Moana Center! Please copy & paste the link below to view the job description for Team Leader: THE ROLE: Team Leaders are world-class hospitality experts who are genuinely delighted to anticipate each individual guest's needs,... 
    Full time
    Flexible hours
    Shift work
    Night shift
    Weekend work

    The Escape Game

    Honolulu, HI
    2 days ago
  •  ...Team Leader (Captain) The Team Leader (Captain) is an elevated team member role responsible for leading day-to-day execution on a manufacturing line in partnership with the line team. This role acts as the quarterback of the shift for the line, coordinating people,... 
    Shift work

    PepsiCo

    Aiea, HI
    3 days ago
  •  ...support and flexibility you need to thrive in your career. Mentorship & Growth: Access mentorship opportunities from experienced leaders who are dedicated to helping you succeed, empowering you to grow and excel in your role. Qualifications Dedication to... 
    Remote work
    Work from home
    Flexible hours

    Global Elite Empire Consultants

    Ewa Beach, HI
    4 days ago
  • $18 - $21 per hour

     ...After School Group Leader Be the Best Part of a Child's Day The school bell rings-but for many kids, the best part of the day is just beginning. As an After School Group Leader with Kama'āina Kids, you'll create afternoons filled with laughter, creativity... 
    Part time
    Immediate start
    Relocation
    Monday to Friday
    Shift work
    Afternoon shift
    Weekday work

    Kamaaina Kids

    Lihue, HI
    2 days ago
  •  ...July in various locations across Western Europe, Canada and the United States. Abbey Road is seeking strong and experienced Group Leaders for our international (Canada, France, Spain, Italy) and domestic (Santa Barbara, Boston, Miami, Portland, Honolulu) programs. The... 
    Summer work
    Local area

    Abbey Road Programs Inc

    Honolulu, HI
    3 days ago
  • Diamond Parking Service is seeking an Area Facility Manager for Honolulu, HI to oversee day-to-day operations across multiple locations. You will prioritize work, deploy staff, manage budgets, and ensure on-time service delivery and high quality. You’ll lead teams, train...

    Diamond Parking

    Honolulu, HI
    3 days ago
  • A leading accounting and consulting firm in Honolulu seeks a Senior Manager for its Deal Advisory practice. The role emphasizes leadership in buy-side and sell-side financial due diligence, developing client relationships, and conducting critical analyses impacting enterprise...
    Full time
    Remote work

    Cherry Bekaert

    Honolulu, HI
    2 days ago
  • Hawaii Dental Service seeks a General Counsel to lead the legal and risk management functions at its Honolulu headquarters. The role provides strategic legal counsel across departments, oversees regulatory compliance, corporate governance, and litigation management, and...
    Full time

    Hawaii-Dental-Service

    Honolulu, HI
    1 day ago
  • $132k - $198k

    A leading architecture and engineering firm in Honolulu, HI seeks a Principal Architectural Lead to manage complex projects and enhance client relationships. This senior role requires 15+ years in the AEC industry and an architectural or engineering degree. Candidates ...
    Full time

    Stantec Consulting International Ltd.

    Honolulu, HI
    2 days ago
  • Technical Trade Leadership You will provide technical trade leadership to a small working group. You will ensure necessary materials are available, and tools and equipment are in good, safe operational condition to accomplish work. You will recommend specific ...

    U.S. Marine Corps

    Honolulu, HI
    3 days ago
  • Summary You will serve as a PIPEFITTER LEADER in the DEPARTMENT OF THE NAVY to include work sites of Portsmouth Naval Shipyard, Puget Sound Naval Shipyard, Norfolk Naval Shipyard, Trident Refit Facility Bangor, and Pearl Harbor Naval Shipyard and Intermediate Maintenance... 
    Permanent employment
    Full time
    Temporary work
    Part time
    Interim role
    Work at office
    Local area
    Immediate start
    Remote work
    Relocation
    Relocation package
    Shift work
    Night shift

    Department of the Navy - Agency Wide

    Honolulu, HI
    2 days ago
  • Summary You will serve as a ELECTRICIAN LEADER in the DEPARTMENT OF THE NAVY to include work sites of Portsmouth Naval Shipyard, Puget Sound Naval Shipyard, Norfolk Naval Shipyard, Trident Refit Facility Bangor and Pearl Harbor Naval Shipyard and Intermediate Maintenance... 
    Permanent employment
    Full time
    Temporary work
    Part time
    Interim role
    Work at office
    Local area
    Immediate start
    Remote work
    Relocation
    Relocation package
    Shift work
    Night shift

    Department of the Navy - Agency Wide

    Honolulu, HI
    5 days ago
  •  ...authenticity and engage the community. Responsibilities include guiding the congregation into its next season of ministry and developing leaders across cultures. This full-time role offers a chance to impact lives in a culturally rich environment. Interested candidates can... 
    Full time
    Local area

    Reformed Theological Seminary

    Honolulu, HI
    1 day ago
  • $18 - $21 per hour

    After School Group Leader Fun Afternoons with Keiki! Interviewing now for the new school year. The school year is kicking off soon, and we're looking for energetic, positive leaders to help create afternoons filled with learning, laughter, and connection. At Kamaʻāina... 
    Part time
    Immediate start
    Relocation
    Monday to Friday
    Shift work
    Afternoon shift

    Kama'aina Care Inc.

    Honolulu, HI
    1 day ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Underwriting Leader. Be the first to apply!