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Region Manager

Sentry Insurance
life insurance, parental leave, tuition reimbursement, 401(k), remote work
United States, Minnesota, Minneapolis
Apr 21, 2025
We are seeking a self-motivated sales leader to guide a team of premier sales professionals as a Region Manager within the Direct Writer segment of Sentry. This team provides Commercial Lines of Insurance, 401(k), and Life Insurance needed in today's world to safeguard the businesses across the North Region. As the Region Manager, you will develop and implement a strategic and tactical plan that focuses on development of your team, including recruiting, performance management, sales, customer acquisition, customer retention and financial goals.

This is your chance to combine a rewarding career filled with success in our North Region including: Minnesota, North Dakota, South Dakota, and Nebraska. Residency within the territory is required.

What You'll Do

As a Region Manager, you'll hire and develop a team of Account Executives who will sell our Sentry products including commercial insurance, 401(k), and life insurance in Sentry's 9 Focused Markets.

In addition, you'll:

  • Assist your team with software programs and systems used in our sales process

  • Encourage, train and work with each of your team members to develop their book of business and maximize selling opportunities

  • Recruit and train 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 participate in outside studies to improve sales skills

  • Prepare reports relating to production, loss ratios, etc.

What it Takes

  • Bachelor's degree or equivalent work experience

  • 2+ years of related work experience

  • Exceptional 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 and remain organized

  • Strong analytical and math skills

  • Acceptable Motor Vehicle Record with a valid driver's license and able to meet travel requirements

  • Required to have primary residence within your sales territory

Based on qualifications and experience, the base salary range is $88,900-$122,200 with additional earning potential including other incentives on new and renewal business.

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

  • Comprehensive, ongoing training, including licensure

  • Laptop, cell phone reimbursement, home office setup, and more

  • 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.

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.

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