About Us: Meet the Two Can Sail Yacht Brokers

Jeff Grossman & Jean Levine
Jeff and Jean assist couples in realizing their sailing dreams with their company Two Can Sail. As Licensed Yacht Brokers they work with one couple at a time to provide cruising lifestyle training including boat shopping/purchase and personal training aboard the couple’s boat. Jeff & Jean have been sailing together almost thirty years, including racing on their C&C 38R and cruising the Caribbean on their Skye 51 (above photo). Jeff has been actively boating over 50 years, sailing as Captain since the age of 15. Jean has been sailing since she was 12 years old on vessels ranging from sunfish to 80’ schooners. Jean was an Accredited Marine Surveyor (AMS) and was a member of the Society of Accredited Marine Surveyors (SAMS) and ABYC Standards Certified. Jeff holds an Electrical/Computer Engineering degree and has worked with almost all forms of electronic navigation. Jeff and Jean are 100GT Masters, American Sailing Certified Instructors, and together have sailed over 260 different models of sailboats including 61 models of cruising catamarans.

Jim and Bonnie Stoll
We have been sailing together since 2007 and our experience has progressed from day sailing on Lake Michigan and bareboating to teaching, charting, delivering, and yacht sales. We have now played almost every role in the movie Captain Ron!
Living aboard our Lagoon 42 catamaran, Gone Again, was an amazing adventure which we had dreamed of for years. During this time, we sailed extensively in Florida, the Bahamas and the Caribbean making our way as far south as Grenada. Along the way, we were blessed to meet so many amazing people and make new lifelong friends. There’s nothing like living aboard for a year and a half to raise your knowledge of sailing, boat maintenance, and your ability to improvise and find solutions to new challenges.
We have also had many opportunities to deliver yachts from Annapolis to the Virgin Islands as well as all around Florida and along the east coast of the US. In November 2024, we had the incredible opportunity to make our first Atlantic crossing by participating in the Atlantic Rally for Cruisers (ARC) from Grand Canaria to St. Lucia aboard Full Circle III, a beautiful Privilege 510.
Jim is a retired United Airlines pilot who loves teaching. He holds a USCG Merchant Mariner OUPV and 25 Ton Masters credential, as well as ASA instructor certifications. Bonnie is a retired accountant and holds a USCG Merchant Mariner OUPV.
We first met Jean and Jeff when we attended their Two Can Sail seminar at the Miami Boat Show in 2010; we had no idea that would be the beginning of the path we are on today. Since then, they have advised and mentored us, helped us to grow our business, and have now invited us to join their sales team. We are excited to join them. We hope to use our love of sailing and our boating experience to help others fulfill their dreams!