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Nautilus Insurance Company

Director, Excess Casualty Underwriting

Company : Nautilus Insurance Company

Location : Chicago, IL

Job Type : Full Time / Part Time

Date Posted : 5 January 2026

Company Details

From middle market to Fortune 500 companies, our Excess Casualty team is committed to providing excellent service and a consistent approach to meet the needs of our brokers and their customers.

We seek to outperform our competitors with a focus on understanding client’s priorities and developing creative risk solutions to meet their long-term needs. Our key differentiators include the following:

EXCLUSIVE WHOLESALE MARKET – We are committed to the wholesale brokerage community and continually build upon long established relationships with a passion for superior service for our appointed producers.

OUR PROFESSIONALS – We attract and retain professionals with significant excess insurance experience, many over 25 years, with a culture that promotes integrity, excellence and respect.

LONG-TERM APPROACH TO ACCOUNTS – We continually seek partners for the long term who share our values and our risk management discipline.

Long-term relationships have been our management’s trademark in over 30 years of serving customers in the Excess & Surplus marketplace. Our team is dedicated to serving the varied casualty exposure needs of our brokers and their customers. By truly understanding your risk exposures in a constantly changing global environment, we can better work with you to keep risk placement recommendations current and responsive.

https://www.berkleycustom.com/ 

Responsibilities

The Director, Excess Casualty E&S Underwriter is responsible for analyses of potential and existing customers by gathering and reviewing information on the companies’ financial condition, loss and exposure history, and other relevant information to determine underwriting acceptability. Duties will also entail assessing economic acceptability of the risks and other important criteria that may affect the type of insurance coverage provided and premiums charged.

Under supervision, the person in this role will assess risk, set rate and coverage levels. The successful candidate with excellent experience while developing their critical underwriting skills, through both independent and on-the-job training (e.g., job shadowing, mentorship, etc.).

It is expected that the person in this role will establish, support, and maintain effective relationships with peers, customers, and brokers/agents. The person will also focus on learning how to evaluate both new and renewal book of business from evaluation to the pricing of the risk.

Broker Management

  • Understand the relationship between the brokerage community and underwriting; includes importance of managing the expectations of and communicating underwriting decisions, requirements, and philosophies to brokerage community.
  • Maintain producer / agency contact log information in electronic databases.
  • Participate in agency visitations with underwriters, claims representative or loss control representative to begin developing customer contacts.

 

Underwriting Duties

  • Evaluate risk characteristics of submissions to determine business opportunities in accordance with guidelines and company philosophy.
  • Review underwriting documents for accuracy prior to their release to brokers and/or company clients.
  • Learn to analyze coverage and limit requests to determine terms to be offer. Prices business in accordance with company guidelines. Assesses risk quality and compliance within company guidelines and initiates appropriate loss prevention actions. Orders and screens miscellaneous reports needed in the rating and underwriting processes, such as loss history reports, credit checks, outside inspections, loss control, etc.

Pre-Underwriting Duties

  • Assist with the input of preliminary underwriting information; gather third party reports and information on submissions, according to priority ranking by the underwriting team.
  • Assist with pre-underwriting on renewals prior to the policy expiration date to determine whether notice of non-renewal or notice of a change in risk letters are required. Within guidelines.
  • Assist with gathering prior claim history information on renewals and utilize judgment to assist in determining extent of pre-underwriting or non-renewal.

Underwriting Documents Processing

  • Receive, accept and follow up for and evaluate additional information for submissions on hold status.
  • Follow up with producer to collect accurate lost quotation information.
  • Receive, accept and evaluate binder conditions.
  • Other duties and special projects as assigned.

This position will be located in the West Loop office 4 days a week and 1 day remote.

Qualifications

  • Bachelor’s degree with a major in Insurance or related field
  • Must be able to conceptualize and analyze financials at a college level, as required by product line.
  • Strong written and verbal communication skills are a must.
  • Must be able to manage multiple priorities and possess the ability to make independent judgments.
  • Must be a team player, willing and eager to learn, organized, detailed and flexible.
  • Position requires occasional travel, including overnight trips.

The Company is an equal opportunity employer.

Additional Company Details

The Company is an equal employment opportunity employer. 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: • Base Salary Range: $130,000.00 - $170,000.00 • Eligible to participate in annual discretionary bonus • Benefits include Health, dental, vision, life, disability, wellness, paid time off, 401(k) and 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

This director-level position in Chicago plays a vital role in shaping risk solutions tailored to regional market dynamics. By analyzing complex casualty exposures and collaborating closely with brokers, they ensure underwriting strategies align with local regulations and client priorities, enhancing effective risk placement in the competitive Chicago insurance environment.

Mastery in financial analysis, nuanced risk evaluation, and broker relationship management sets this role apart. Exceptional communication skills and a deep understanding of casualty exposures enable the director to design innovative coverage solutions, driving long-term client retention and outperforming competitors in specialty underwriting markets.

Absolutely. Given the strategic impact of this director role, professionals often progress to senior executive positions such as Chief Underwriting Officer or Vice President of Risk Management. Chicago's robust insurance market offers ample networking and leadership development avenues fueling upward mobility.

Nautilus Insurance fosters integrity and long-term partnerships, influencing the director to prioritize transparency and sustained client engagement. The company’s emphasis on wholesale brokerage collaboration requires the director to actively maintain producer relationships and mentor underwriting teams, aligning daily duties with Nautilus’s service-driven philosophy.

Navigating Chicago’s diverse middle market and Fortune 500 clientele demands versatile risk assessment skills. This director must balance competitive pricing with comprehensive coverage amid fluctuating local economic factors and regulatory nuances, setting Nautilus apart through tailored underwriting responses and broker collaborations.

Salaries range between $130,000 and $170,000 annually, reflecting Chicago’s market standards and the role’s complexity. Factors like prior underwriting experience, educational background, and negotiation skills impact compensation, with Nautilus also offering bonuses and robust benefits enhancing total rewards.

While a bachelor's degree in insurance or finance is foundational, credentials such as Chartered Property Casualty Underwriter (CPCU) or Associate in Commercial Underwriting (AU) are highly regarded locally. These certifications demonstrate advanced expertise, boosting candidacy for senior underwriting positions in Chicago’s competitive market.

Excess casualty underwriting at Nautilus addresses high-severity, low-frequency risks often overlooked by standard policies. This specialization ensures tailored risk evaluation and pricing, which safeguards the company’s financial stability while meeting sophisticated client requirements in evolving casualty markets.

Nautilus emphasizes regular communication, agency visitations, and collaborative decision-making. The director benefits from structured support systems like maintaining detailed contact logs and joint client engagements, fostering transparent partnerships that enhance underwriting success and broker satisfaction.

With four in-office days and one remote day weekly, the role balances collaboration with flexibility. Chicago’s West Loop offers convenient transit options, though peak-hour traffic can impact commute times. Candidates should prepare for occasional travel while enjoying Nautilus’s commitment to a supportive workplace culture.

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