Middle Market Underwriter

Company: Sentry Insurance
Location: Augusta
Posted on: June 28, 2025

Job Description:

Sentry’s dedication to customers is embodied by our best associates. At Sentry, our associates take care of our customers with a passion for service and quality business results. We are currently seeking an experienced, self-motivated and results driven individual to fulfill a highly skilled position as a Territory Underwriter Specialist or Underwriter Specialist Senior. As an Underwriter for our Northeast Regional operation, you’ll market and underwrite Sentry’s products and services to select Commercial Lines independent agents and brokers. You will manage and coordinate the sales and placement of middle market business in a wide variety of classes and lines of business. Based on qualifications and experience, this position can be filled as a Territory Underwriter Specialist or an Underwriter Specialist Senior. The ideal candidate for the Territory Underwriter Specialist will be located in Albany, NY or Maine and the ideal candidate for the Underwriter Specialist will work in a hybrid model and report to our Regional office location in Windsor, CT. What You’ll Do In this role, you will: Solicit accounts through select agents and brokers and be responsible for those relationships Evaluate, underwrite, and price prospective accounts to select independent agents Serve as the primary contact with assigned agents and brokers Provide comprehensive sales expertise to increase production through agency channels Work with assigned agents and brokers on the coordinating of resolutions In addition, you will: Solicit accounts through appointed commercial lines independent agents and/or selected agents/brokers, or in response to inquiries from prospective clients, or referrals. You will be tasked with prospecting potential new agencies and the related items such as coordinating agency appointments, agency evaluation/review and overseeing agency activity. Analyze quality and quantity of risks underwritten and manages a book of business within their current authority levels. Initiate and implement market development programs designed to support and enhance market segmentation, penetration, sales and profitability. Evaluates prospective accounts and independent agencies to determine their acceptability and works closely with management, Underwriting, Loss Control and Claims in determination of acceptability of the risk and the services needed. Serves as primary contact with assigned accounts and agencies. Provide service to and work in conjunction with the functional units of Loss Control, Claims and Operations to provide that service. Develop and maintain relationship/services, procedures and contacts for assigned business products accounts and agencies. Provide comprehensive sales expertise to independent agencies to increase production. Develop rapport with agents to develop acceptable and profitable business. Assist in development of premium goals by agency and monitor agency results. Promote Sentry products and services to existing and potential customers. What it Takes Bachelor’s degree or equivalent work experience Minimum of 5 years of multi-line middle market underwriting experience handling accounts in construction, manufacturing, wholesale, real estate, and service industries Knowledge of the New England marketplace, and preferably existing or past relationships with larger independent agents Previous technical insurance experience, preferably with marketing Experience with underwriting large complex accounts Exceptional communication and relationship building skills Strong business and pipeline development skills Ability to meet travel requirements of at least 20% of the time as you’ll be prospecting new business opportunities in an agent office; meeting with insureds during safety inspections, and participating in mid-year claims review meetings Ability to travel and have a valid driver’s license with the ability to maintain an acceptable motor vehicle record What You'll Receive At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you’ll receive. Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work form home if you choose to, Tuesday through Thursday in office for an Underwriter Specialist Senior Company car and fuel card for a Territory Underwriter Specialist 401(K) plan with a dollar for dollar match on your first eight percent , plus immediate vesting to help strengthen your financial future Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program 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. Well-being and Employee Assistance programs Sentry Foundation gift matching program to encourage charitable giving Based on qualifications and experience, the base pay range for a Territory Underwriter Specialist located in: Maine is $114,475-$157,415 New York is $126,525-$173,985 Based on qualifications and experience, the base pay range for an Underwriter Specialist Senior located at our Regional office in Windsor, CT is $112,470-$154,675. About Sentry 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. Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth. Get ready to own your future at Sentry. Opportunities await! Casey Van Der Geest Casey.VanDerGeest@sentry.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.

Keywords: Sentry Insurance, New England , Middle Market Underwriter, Sales , Augusta, Northeast