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Nautilus Insurance Company

Underwriting Director - Large Accounts

Company : Nautilus Insurance Company

Location : Overland Park, KS, 66211

Job Type : Full Time / Part Time

Date Posted : 12 January 2026

Company Details

Intrepid Direct Insurance (IDI) is a rapidly growing direct to consumer property and casualty insurance company. A member of the W. R. Berkley Corporation, a fortune 500 company, rated A+ (Superior) by A.M. Best, Intrepid Direct’s vision is to make life better for business. The insurance industry has not evolved with innovation like other major industries. We’re here to change that. We are making life better for our customers, shareholders, and our team members by leveraging data and technology as insurance experts for our targeted customers. You will be part of a highly collaborative team of talented and focused professionals. Join a group that enjoys working together, trusts each other, and takes pride in our hard-earned success.

https://intrepiddirect.com/

The Company is an equal employment opportunity employer.

Responsibilities

We are seeking a strategic, results-driven Underwriting Director – Large Accounts to lead our Large Accounts portfolio across key industries: franchise restaurants, collision/auto repair, quick lube, and fitness studios/gyms. Join us as a catalyst for change, leveraging data, insight, and leadership to redefine how Large Accounts underwriting delivers profitability, precision, and client value.

As a team leader and trusted advisor to the Executive Team, you will shape underwriting strategy, manage a team of experienced underwriters, and collaborate directly with our internal sales and service teams to deliver exceptional solutions while maintaining combined ratio discipline and portfolio profitability.

Key functions include but are not limited to:

Leadership & Strategy:

  • Define and execute underwriting strategy for Large Accounts, ensuring alignment with company growth and profitability goals.
  • Serve as a subject matter expert and thought leader on large account underwriting, pricing, and risk selection.
  • Drive a culture of accountability, collaboration, and continuous improvement within the underwriting team.

Portfolio Management:

  • Oversee underwriting decisions for complex and high-value accounts, ensuring adherence to guidelines and appetite.
  • Monitor portfolio performance, identify emerging loss trends, and implement corrective actions as needed.
  • Partner with actuarial and product teams to refine pricing models and coverage offerings.

Team Development:

  • Recruit, coach, and develop underwriters to build a high-performing team with strong technical and analytical skills.
  • Provide actionable feedback and training to enhance underwriting judgment and referral quality.
  • Foster career growth and succession planning within the team.

Cross-Functional Collaboration:

  • Partner closely with Sales, Service, and Actuarial teams to develop and execute strategies for acquiring and retaining large accounts.
  • Work with Claims to share insights, improve loss outcomes, and enhance underwriting guidelines.
  • Collaborate with Operations and Technology to streamline processes, leverage data, and improve efficiency.
  • Serve as a trusted advisor within the organization, ensuring alignment between underwriting strategy and company objectives.

Operational Excellence:

  • Ensure compliance with regulatory requirements and internal controls.
  • Leverage technology and data analytics to improve underwriting efficiency and decision-making.
  • Drive process consistency and uphold service commitments to deliver a seamless experience for internal partners and clients.

Qualifications

  • Bachelor’s degree preferred.
  • Insurance related designation (AU, ARM and/or CPCU), preferred.
  • 10 + years of commercial P&C underwriting experience, with at least 3 years in a leadership role.
  • Proven expertise in Mid-Market or Large Accounts underwriting across multiple lines (Property, GL, Auto, WC, Umbrella).
  • Background using data analysis to guide underwriting philosophy and decisions
  • Candidate will possess excellent communication (verbal/written), organizational and interpersonal skills.
  • Excellent analytical and problem-solving skills.
  • Self-starting, self-motivating and capable of making decisions independently.
  • Limited travel required-less than 10%
  • Occasional evening and weekend work required to meet deadlines.

Additional Company Details

We do not accept unsolicited resumes from third party recruiting agencies or firms. 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

An Underwriting Director focusing on Large Accounts handles complex portfolios with high-value risks across industries such as franchise restaurants and fitness studios, requiring strategic oversight, advanced risk selection, and collaboration with multiple departments to optimize profitability and precision.

Professionals in large accounts underwriting can advance towards executive leadership roles, such as Chief Underwriting Officer or VP of Risk Management, leveraging their expertise in portfolio strategy, team leadership, and cross-functional collaboration to influence company-wide insurance operations.

Key skills include data-driven decision making, deep knowledge of multi-line commercial insurance, strong communication, team mentorship, and the ability to align underwriting strategy with business growth, ensuring disciplined portfolio management and innovative risk evaluation.

Nautilus Insurance fosters a collaborative environment that values innovation and data-driven underwriting. Located in Overland Park, KS, the company provides exposure to diverse industry portfolios and supports professional growth within a Fortune 500-backed, A+ rated insurer.

The company emphasizes leveraging advanced data analytics and technology to enhance underwriting efficiency and accuracy. This approach supports refined pricing models, loss trend identification, and streamlined workflows, ensuring informed decision-making for complex large account portfolios.

In the Overland Park market, designations like AU, ARM, and CPCU are highly regarded for underwriting leadership roles. These certifications demonstrate technical expertise and commitment to professional standards, enhancing credibility when managing large commercial accounts.

Salaries generally span from $130,000 to $175,000 annually, depending on experience, education, and specific industry expertise. Competitive compensation reflects the strategic responsibility and complexity of managing large commercial insurance portfolios in this region.

Overland Park’s insurance sector is robust but selective, with growing demand for leaders skilled in data-driven underwriting and team management. Candidates can anticipate thorough evaluations focusing on strategic vision and proven results in managing diverse large account portfolios.

Travel is minimal, less than 10%, with occasional evening or weekend work to meet deadlines. The role balances operational demands with a stable schedule, allowing focus on team leadership and strategic portfolio management in Overland Park.

Typical challenges include balancing portfolio profitability with risk appetite, integrating insights from sales and actuarial teams, adapting to emerging loss trends, and fostering a culture of accountability and continuous improvement among underwriters.

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