After a short but successful career in the corporate world, Tim bought a 38 foot sailboat in Annapolis in 1993. He and his wife, Mischelle, headed to the Bahamas when they were both 25 years old. After spending time in the islands, they returned to the States to seek another new adventure. He helped start a couple of companies, one in Florida and the other in Boston, growing them until the companies matured. During that time Tim fell more and more in love with the boating lifestyle and lived aboard with his family for 9 1/2 years. During that time, he came back to Annapolis where he began work as a yacht broker for Annapolis Yacht Sales, AYS, in 1998. He loved sharing his passion for boating and had an amazing fifteen year career selling boats of all shapes and sizes

After closing his Houseboat sales and brokerage business in 2010, John ran a local brokerage until 2014 when Mark Schulstad offered John a position at Pocket Yacht selling the Eastern and Seaway boats. As the Ranger and Cutwater boats gained in popularity the other lines were dropped to spend more time on them. John has become one of the top performers of Pocket Yacht Co. and has won several top awards over the last eight years. John prides himself with his ability to talk with customers honestly about the products and put them at ease during the purchasing process. Having a quality product and strong leadership is the key to Johns success. John is a long time resident of Marylands Eastern Shore and likes cooking and fishing and resides in Easton MD with Carol his wife of over 40 years .

Josh grew up on Maryland’s Eastern Shore and originally hails from Kent Island. A 1998 graduate of the U. S. Coast Guard Academy he served a few short years at sea, and then realized his lifelong dream of becoming a Coast Guard Helicopter pilot and Aeronautical Engineer. After a fun-filled career of 25 great years and having the privilege to live on and fly over all four sides of the U.S., Josh retired as a Captain in January 2023 and joined our team. A passionate outdoorsman and life-long boater, Josh brings a unique perspective and breadth of experience from the lens of both an operator and first responder. An avid hobbyist, Josh spends his free time remodeling houses, beekeeping, hunting, fishing, and cycling among many other pastimes.

Lee was born and raised on Maryland’s Chesapeake Bay, learning to drive a boat before he could drive a car. After a decade of working in the National Security and Defense Industry and dabbling in the national political arena, he has returned to his marine roots. He is a USCG Licensed Captain and provides training for new and seasoned boat owners. A Division I Collegiate Lacrosse Defensemen, Lee attended St. Mary’s Catholic School in Annapolis and went on to graduate from the Virginia Military Institute. He brings a lifetime of working on and around pleasure and commercial boats from the engine room to the pilothouse. Lee provides personalized service with integrity and forethought. An avid boater and weekend Chef, Lee spends as much time as he can on the water with his family and beloved English Lab, Marshall.

Robert, a native of Washington DC, has been navigating the waters of the Upper and Lower Chesapeake Bay his entire life. This fervor for boating eventually steered him toward the marine industry, leading to a career with the Pocket Yacht Company. Recognized for his dedication and skill, Pocket Yacht entrusted Robert with the opportunity to spearhead their operation in Jensen Beach, Florida, as the sole employee. Through his unwavering commitment, Robert has significantly contributed to the site becoming one of the largest Ranger Tug and Cutwater dealerships in the country. Pocket Yacht recently added the new line of Solara boats, crafted by Fluid Motion—the esteemed builders behind Ranger Tug and Cutwater—to the dealership’s impressive portfolio. Beyond his professional achievements, Robert holds a 100 GRT Captain’s License, showcasing his deep understanding and expertise in maritime navigation. In his leisure time, Robert enjoys restoring slightly older boats, breathing new life into these vessels. Robert’s journey from a lifelong boating enthusiast to a respected professional sales advisor exemplifies his dedication, expertise, and love for the marine lifestyle. If you’re seeking guidance, insight, or the opportunity to embark on your boating adventure, Robert is the go-to expert. Reach out to him for a genuine, knowledgeable, and friendly experience in finding your perfect boat.

Ian has been boating for much of his life both professionally and recreationally. He’s been working in the marine industry for the last twenty years in various capacities, working as a production manager, a project manager, and as a mate on various private boats. He’s now applying his experience in his work with the Pocket Yacht Company.