Region Sales Manager - Direct to Business (Sentry Insurance)

Sentry Insurance
life insurance, parental leave, 401(k), remote work
United States, New Jersey, Newark
Sep 06, 2025
We are seeking a proven self-motivated sales leader to guide a team of driven insurance sales professionals as a Region Manager within the Direct Writer segment of Sentry. You will play a vital role in driving success by managing a team of 6-8 sales professionals focused on commercial insurance, 401(k) plans, and life insurance. Your leadership will be crucial in developing and implementing plans that foster team success in sales, recruitment, customer retention and achieving financial goals. This is your chance to combine a rewarding career filled with success in our East Region including: New Jersey, Southeast New York, and Southwest Connecticut. Residency within the territory is required. What You'll Do Develop, coach and travel with each of your team members to enhance sales skills that grows their book of business and maximizes their sales opportunities Recruit and train new members on your team, while providing leadership and encouraging high morale within your region Monitor, review and evaluate your team's development Manage expenses within your territory Maintain state licensing and engage in continuous learning to enhance knowledge and sales skills Assist your team with software programs and systems used in our sales process Prepare reports relating to production, loss ratios, etc. What it Takes Bachelor's degree or equivalent work experience 2+ years of related work experience, preferably leading a sales team Strong sales, communication and relationship building skills A self-disciplined individual that can thrive in a remote work environment Ability to multi-task, prioritize, communicate effectively both written and verbal, and remain organized Acceptable Motor Vehicle Record with a valid driver's license and able to meet travel requirements Required to have primary residence within your sales region Based on qualifications and experience, the starting base salary range is $102,235 - $140,530. Dependent on new and renewal business generated from the team by the territories in your region, this role may earn additional estimated annual income between $68,643 and $123,643 through incentives. What You'll Receive At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive. Company car with gas card Laptop, cell phone reimbursement, home office setup, and more Continuous training and career development opportunities 401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future. 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. 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.