Cycle Dealership Sales Specialist
Quinte West, Belleville, Ontario, Canada
Listed on 2026-09-08
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Sales
Sales Representative, Outside / Field Sales
As a Cycle Dealership Sales Specialist, you will contribute to profitable premium growth by increasing motorcycle dealer engagement with our motorcycle insurance product.
Sentry’s motorcycle team is seeking a motivated, self-starter who has a passion for building and maintaining strong relationships with motorcycle dealers within a defined territory. This position will manage a large geographic territory and will be staffed within the Central US territory.
What You’ll DoAs a Cycle Dealership Sales Specialist, you will coordinate and lead motorcycle dealership training, relationship management, complaint handling, prospecting and communication within your territory.
Additionally, you will:
Promote product and brand at assigned, motorcycle events to identify and foster production sources and relationships.
Provide insurance product expertise and leads product and related process training efforts for dealerships and related affinity associations.
Provide comprehensive motorcycle product and claims expertise to dealerships to increase production.
Develop and maintain strong partnerships and rapport with motorcycle dealership Finance & Insurance departments as well as Service departments in order to foster strong service levels and profitable business.
Promote product and brand at assigned motorcycle events to identify and develop additional production sources and relationships.
Develop new, and enhance existing dealership quote/lead sources to achieve sales and premium objectives
Identify, create and execute branding opportunities at the dealership level.
Implement plans and programs to contribute to the achievement of dealer produced sales and premium objectives.
Provide product management recommendations on specific product change using industry and product knowledge along with feedback from dealerships and affinity partners.
Associate Degree or equivalent work experience required, Bachelor’s degree preferred
3+ years of related work experience in the insurance industry, with familiarity of Motorcycle dealership operations and departments
Basic knowledge of or experience with motorcycles is preferred
Effective human relations and communication skills to communicate with dealers and potential/existing customers
Sales experience and knowledge of professional sales techniques, including presentation skills preferred.
Ability to meet travel requirements of the job (50%) within assigned territory.
Acceptable Motor Vehicle Record and valid driver’s license.
P&C Insurance license preferred. If no license, you must have the ability to obtain and maintain required state licensing and carrier appointments.
PC experience with knowledge of various operating systems.
Based on experience and qualifications, the pay range for this position is:
For candidates located in Wisconsin and Texas: $68,100-$102,100 annually.
For candidates located in Colorado: $74,910-$112,310 annually.
At Sentry, your total rewards go beyond competitive compensation. We’re committed to supporting the whole you, which is why we offer a comprehensive package designed to help you thrive both professionally and personally.
Hybrid Flexibility: Enjoy the best of both worlds. With optional work from home on Mondays and Fridays and join your team in the office Tuesday through Thursday to collaborate and learn. We provide the technology and tools you need for both your office and home workspace from day one.
Dining on Us: Depending on your location, we may provide a stipend that can be used at our on-site cafeteria or a meal allowance to keep you fueled.
Continuous Learning: Unlock your potential through Sentry University and take advantage of our tuition reimbursement program.
Comprehensive Benefits: We support your whole self with group medical, dental, and vision insurance along with parental leave, pet insurance, caregiver leave, and wellness resources. Options for HSA, FSA, and Dependent Care FSA are available.
Work-Life Balance: Enjoy your generous Paid Time Off allowance to rest and take advantage of paid Volunteer Time Off to support your community.
Investing in Your Future: We’re committed…
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