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05/21/2026

Underwriting Director-Alternative Distribution

Job Description

Be Here. Be Great. Working for a leader in the insurance industry means opportunity for you. Great American Insurance Group's member companies are subsidiaries of American Financial Group. We combine a "small company" culture where your ideas will be heard with "big company" expertise to help you succeed. With over 30 specialty and property and casualty operations, there are always opportunities here to learn and grow.

At Great American, we value and recognize the benefits derived when people with different backgrounds and experiences work together to achieve business results. Our goal is to create a workplace where all employees feel included, empowered, and enabled to perform at their best.

The Alternative Distribution team advances small commercial distribution through innovative and digital channels, including API integrations, embedded solutions, and consumer direct platforms. Our product portfolio encompasses Worker’s Compensation, BOP, and General Liability, all supported by sophisticated systems for rating, quoting, and binding. Experience a forward-thinking Insurtech environment backed by the stability of a Fortune 500, A+ rated insurance carrier.

As Underwriting Director, you will be instrumental in shaping the growth and strategic direction of our business unit, overseeing both underwriting strategy and execution. This position is responsible for driving profitable expansion and guiding product and technology development.

Reporting to the Vice President, you will lead a team of experienced underwriters and collaborate closely with IT professionals to advance product offerings and enhance online quoting and service capabilities. Additionally, you will partner with Sales and Marketing Leadership to develop competitive solutions that align with market demands while upholding our profitability standards.

We are looking for an individual who is able to work a hybrid schedule out of Windsor, CT or Cincinnati, OH office.

Essential Job Functions and Responsibilities:

  • Direct the underwriting strategy by supervising new business, managing renewals, and evaluating the ongoing performance of the book of business.
  • Lead, cultivate, and motivate a team of accomplished underwriting professionals to achieve high performance. Implement leadership best practices, including regular one-on-one meetings, mentorship initiatives, and performance calibration processes.
  • Collaborate with Sales, Actuarial, Product, Finance, Legal, and Operations teams to advance go-to-market strategies, ensuring underwriting discipline is upheld throughout the process.
  • Performs other duties as assigned.

Job Requirements

  • Education: Bachelor’s Degree in Business, Economics, Risk Management and Insurance, or a related field or equivalent experience.
  • Demonstrated leadership experience managing and developing underwriting talent; strong senior individual contributors will also be considered.
  • Deep technical underwriting knowledge preferably to include Workers Compensation, Liability and Property at a national level. Completion of or continuing progress toward a professional designation preferred, such as Associate in Underwriting (AU), Chartered Property Casualty Underwriter (CPCU), Certified Insurance Counselor (CIC), Program in General Insurance (INS) or Associate of Risk Management (ARM), or marketing designation.

Business Unit:

Alternative Distribution

Benefits:

We offer competitive benefits packages for full-time and part-time employees*. Full-time employees have access to medical, dental, and vision coverage, wellness plans, parental leave, adoption assistance, and tuition reimbursement. Full-time and eligible part-time employees also enjoy Paid Time Off and paid holidays, a 401(k) plan with company match, an employee stock purchase plan, and commuter benefits.

 

Compensation varies by role, level, and location and is influenced by skills, experience, and business needs. Your recruiter will provide details about benefits and specific compensation ranges during the hiring process. Learn more at http://www.gaig.com/careers.

 

*Excludes seasonal employees and interns.


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Great American Insurance Group
Great American Insurance Group

Great American Insurance Group understands the importance of choosing a financially strong company. We are an organization built for the long term and are committed to giving you that strength.

 

Why can you trust Great American Insurance Group?

 

For nearly 150 years, Americans have trusted us to protect them. Our innovative insurance solutions and specialization serves niche marketplaces that we know well. This expertise gives us a successful foundation that spans generations.

 

You never know where a career in insurance will take you. Whether you are starting your career or are looking for a company to grow your experience, at Great American Insurance Group, you can join our more than 8,500 employees to “Be Here. Be GREAT!”