Powersports And Motorcycle Sales Manager

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We're seeking a high performing, goal driven Powersports and Motorcycle Sales Manager to lead new business growth in our Powersports division.

This role focuses on developing and managing relationships with specialty and independent insurance agents as well as affinity groups, driving profitable growth and expanding market presence.

The ideal candidate is a competitive self-starter who thrives working independently, consistently exceeds sales goals, and knows how to build strategic partnerships that deliver results.

What You’ll Do

As the Powersports and Motorcycle Sales Manager, you will prospect, develop and maintain motorcycle focused accounts for new business production.

Additionally, you will:

Manage the assigned US territory and/or have areas of responsibility assigned that are countrywide such as new business development of dealership, affinity accounts, and/or motorcycle agents.
Deliver new business sales through the use of all applicable distribution channels via implementation of an effective strategy for distribution of products.
Oversee operation and effectiveness of marketing and sales activities in area of responsibility.
Work closely with Product Management in the development and design of motorcycle and power sports insurance products to increase production; this may include recommending specific product changes, process improvements, and workflows along with geographical locations and agency/account management to maximize growth opportunities.
Maintain an awareness of industry trends, determines competitiveness of current products
Recommend and collaborate with corporate marketing in the creation and implementation of promotional, marketing, branding, and content activities for the motorcycle niche. Assist in measuring the effectiveness of these activities.
Research, recommend and establish marketing niches for motorcycle and powersports products. Ensure systems, processes, technology and service methods support the marketing efforts.

What it Takes

Bachelor’s degree or equivalent work experience.
Demonstrated marketing knowledge obtained from a marketing, public relations, or communications degree or equivalent experience.
10+ years of related work experience in field sales.
Power Sports industry experience preferred but not required.
Extensive knowledge of consumer products marketing and specialty products combined with insurance industry experience.
Ability to meet the travel requirements of the job which includes 50%-75%, being 2-3 weeks per month on average within your assigned territory.
Exceptional communication, organization, creative problem solving and selling skills.
A competitive, goal-driven mindset with a strong desire to exceed targets and continually improve
The ability to work independently, manage your time effectively, and take ownership of your results without constant supervision
A high level of integrity and accountability, earning the trust of both colleagues and clients through consistent, reliable performance.
Centrally located with easy access to major airport to support efficient travel within your assigned territory.

What You’ll Receive

At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you’ll receive.

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

Talent Acquisition Specialist

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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5 Questions You Should Ask During the Interview

Here are 5 questions we think you could ask during your interview. Use them as a guide to help you write your own questions.

Remember: Always have at least 5 questions prepared for the interview. If you do not, you run the risk of looking unprepared.

What does success look like in this role, and how is it measured?

Why ask this? You want to ensure you have a clear understanding of expectations before accepting the role. Knowing how success is measured helps you hit the ground running and avoid surprises about performance evaluations. It also signals to the employer that you're results-driven.

Can you describe the team dynamic and the company culture?

Why ask this? Skills and experience matter, but if the work environment isn’t a good fit, you won’t be happy or productive. This question helps you gauge whether the company values collaboration, how teams interact, and whether the culture aligns with your work style and values.

What are the biggest challenges facing the person in this role right now?

Why ask this? Every job has challenges, and it’s better to know them upfront. This helps you assess whether the role is a good fit for your strengths and whether the company is realistic about its expectations. If they hesitate to answer, it could be a red flag.

How does the company support work-life balance and employee well-being??

Why ask this? Burnout is real, and some companies expect employees to sacrifice personal time for the job. By asking this, you’ll get a sense of how they value work-life balance, flexibility, and well-being—things that are crucial for job satisfaction and long-term success.

These questions help you make an informed decision while also showing your professionalism and strategic thinking!

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