Regatta Support & Sales Specialist (Annapolis)

Regatta Support & Sales Specialist

US One-Design | Annapolis, Maryland --Travel Required

 

US One-Design is seeking a motivated, reliable, and hardworking Regatta Support & Sales Specialist to join our team, based out of either our Annapolis or Cape Cod location.

This role is ideal for someone who loves to travel, doesn’t mind long days, and takes pride in getting boats and gear where they need to be safely and on time — while also being comfortable talking with customers and providing friendly, professional service.

You’ll play an important role in supporting regattas and events across the country, from transporting and preparing boats to assisting with charters and selling sailing gear. When you’re not on the road, you’ll also support our sales and shop operations.

Prior knowledge of dinghy sailing or the marine industry is not required. We’re happy to train the right candidate.

Key Responsibilities

• Tow trailers to regattas and events, often over long distances
• Load, unload, rig, and de-rig boats on-site
• Assist with event setup and breakdown, ensuring boats and equipment are ready for use and properly packed afterward
• Support charter operations by helping customers check boats in and out
• Sell merchandise, sailing gear, and equipment at regatta sites
• Provide friendly, professional customer service to sailors, families, coaches, and event participants
• Assist customers in-store and via phone/email with boat sales and related inquiries when not traveling
• Maintain trailers, tow vehicles, and equipment in safe, clean, and ready-to-go condition
• Represent US One-Design professionally at regattas, yacht clubs, and other sailing events
• Assist with general shop and warehouse operations between events

Requirements

• Valid driver’s license with a clean driving record
• Comfortable and confident towing large trailers, including backing up and maneuvering in tight spaces
• Willingness to travel extensively, including overnight and multi-day trips, evenings, and weekends
• Ability to lift and move 50 lbs or more, including boats, gear, and trailer equipment
• Strong communication and customer service skills
• Reliable, motivated, and able to work independently both on the road and in the shop
• Ability to maintain a positive, professional attitude during long and demanding event days

Bonus Skills

• Prior experience towing or hauling trailers, including boat, utility, or other large trailers
• Experience with larger tow vehicles
• Prior retail, customer service, or sales experience
• Familiarity with dinghies, boat rigging, or sailing equipment
• Experience with charter operations, regatta support, or event operations
• Prior experience in the marine or sailing industry

What We Offer

• Competitive pay
• Travel expenses covered
• Employee discounts on gear and equipment
• Opportunity to travel to regattas nationwide
• Hands-on experience in the marine and sailing industry
• Opportunity to work alongside leading brands in one-design sailing
• Fun, team-oriented work environment with fellow sailing enthusiasts

If you’re dependable, hardworking, comfortable on the road, and excited about being part of the sailing community, we’d love to hear from you. To apply, please email resume and cover letter to: kelsey@usonedesign.com