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Nautilus Insurance Company

Regional Manager- Commercial

Company : Nautilus Insurance Company

Location : Chicago, IL, 60661

Job Type : Full Time / Part Time

Date Posted : 14 January 2026

Company Details

Berkley Surety is a highly professional, service-oriented surety underwriting management company, providing a full spectrum of bonds for contract, environmental, and commercial surety accounts through multiple distribution channels in both the United States and Canada. We write on behalf of W. R. Berkley Corporation member company Berkley Insurance Company, which has an A.M. Best rating of A+ (Superior). We pride ourselves on building strong relationships with our agents. We highly value the insight and expertise our agency partners bring to the table which helps us provide timely and predictable surety solutions.

Company URL:      www.berkleysurety.com                                  

Responsibilities

Oversee the profit center for a particular line of business. Produce, manage and underwrite new and renewal business from assigned agents/brokers in the primary line of business. Consistently achieve budgeted financial results (premium volume, loss ratio, premium collections and expense management including commissions) through new business acquisition, retention of business, and effective price management as a result of executing personal and branch objectives. Actively participate in the planning and expense management process. Interact and collaborate with a team of Line of Business colleagues and other critical internal/external business associates. Position involves both outside and inside business development and includes direct responsibility for agency development and management within a book of business.

  • Engaged in the oversight and management of a profit center with a concentration on a particular line of business. Develops and manages the premium budget and expense process for the profit center.
  • Underwrites, assesses and manages assigned portfolio of accounts in a particular line or lines of business; can effectively underwrite both performance and non-performance bonds.
  • Develops, understands, and executes personal and branch objectives and strategies in an effort to produce budgeted results.
  • Effectively develops and leverages agency/client relationships through a high level of visibility with agents, brokers, and clients in support of business objectives.
  • Plans and executes effective regular travel to develop and enhance new and existing producer and account relationships; Visits new and existing accounts; prepares and shares meeting agendas, obtains follow up documentation, evaluates the accounts and submits timely detailed submission memos for appropriate credit approval.
  • Effectively communicates the mission and objectives of the Company in account meetings with confidence, clear communication, good listening skills, professionalism, and empathy with the goal to be a trusted adviser and valued partner to all parties. Maintains and manages workflow, including effective communications, with agency representatives in assigned territory, meeting all company standards and expectations. Communicates acceptance or rejection of new and existing accounts while working towards establishing and enhancing the Company’s brand.
  • Accountable for accurate underwriting documentation/information in account management systems and adherence to documentation standards and ensures accuracy and integrity of all information contained in account files, and keeps them up to date.
  • Effectively keeps Sr. Management apprised of issues of importance to the Branch and to the Company.
  • Diligently manages collections of receivables, especially over 90s, in conjunction with proper account management.
  • Responsible for the development and supervision of Portfolio Managers, Executive Underwriters, Sr. Underwriters, Underwriters, Associate Underwriters or Underwriting Trainees, as appropriate.
  • Performs other duties as assigned.

Qualifications

Education 

  • Minimum 4-year degree or related industry experience
  • Business/Finance/Accounting Majors preferred, but not required
  • 10+ years of Surety industry or related experience required
  • Banking or Credit Analysis background is a plus

Qualifications  

  • Demonstrates the ability to read, analyze, discuss and interpret financial statements, bond forms, contract documents and government regulations and reach appropriate risk assessment conclusions.
  • Effective oral and written communication skills with the ability to write clear and effective reports and business correspondence so that others will clearly understand the content and the intent. Ability to provide well developed recommendations in support of new and existing accounts, as well as client bond needs.
  • Ability to effectively manage and develop people.
  • Strong analytical and decision-making skills. Ability to solve practical problems and appropriately deal with a variety of concrete variables in situations where only limited standardization exists.
  • Ability to effectively interpret a variety of instructions furnished in written, oral, diagram, or schedule form.
  • Ability to use the automation tools provided by BSG (i.e. Word, Excel, PowerPoint, Lotus Notes, U/W System, etc.)
  • Ability to manage an entire book of business and lead, coach and mentor people, if appropriate.
  • Ability to work independently and in a team environment
  • Self-motivation and an out-going orientation with strong customer focus

The Company is an equal employment opportunity employer. 

Additional Company Details

We do not accept unsolicited resumes from third party recruiting agencies or firms. The company offers a competitive compensation plan and robust benefits package for full time regular employees including: • Base Salary Range: 150k-$225k • Eligible to participate in annual discretionary bonus as well as RSU • Benefits include: Health, dental, vision, dental, 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.

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Frequently asked questions

A Regional - Commercial Manager leads a profit center focusing on underwriting and managing assigned business lines. Unlike general managers, they blend underwriting expertise with agency development, balancing risk assessment with business growth to meet budget and strategic goals.

Top-performing Regional - Commercial Managers exhibit strong analytical capabilities for financial and contract evaluation, coupled with effective communication to build agent relationships. Leadership in guiding underwriting teams and strategic business planning also sets them apart.

Career progression often leads to senior underwriting management or executive roles overseeing broader territories or multiple business lines. Developing expertise in credit analysis and mastering industry regulations can open doors to strategic leadership positions.

Chicago’s insurance sector is robust but competitive, with a strong demand for experienced Regional Managers skilled in surety underwriting. Candidates with local market knowledge and proven agency management experience tend to have a distinct advantage.

Given Chicago’s traffic patterns, candidates should factor in peak commute times, especially when travel to client sites is frequent. Balancing inside and outside business development requires flexibility, making proximity to transportation hubs beneficial.

Nautilus emphasizes strong agent partnerships and service excellence. The Regional - Commercial Manager acts as a brand ambassador, fostering trusted adviser relationships while ensuring underwriting integrity aligns with company standards.

Working at Nautilus involves managing a profit center with a high degree of underwriting responsibility and maintaining detailed documentation. The balance between inside and outside sales, plus navigating a multi-channel distribution environment, adds complexity.

Salaries typically range from $150,000 to $225,000 annually, reflecting factors like experience and performance. The position also offers eligibility for discretionary bonuses and RSUs, enhancing total compensation within the competitive Chicago insurance market.

While not always mandatory, certifications such as CPCU or industry-recognized underwriting credentials can strengthen applications. Local employers often value candidates with a blend of financial acumen and proven leadership in regional market development.

Yes, regular travel within the Chicago territory is common to maintain agent and client relationships. This dynamic schedule demands strong organizational skills and adaptability to balance field visits with internal team coordination and underwriting tasks.

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