Episode Three: Growing Up on the Water - Ryan Stouten’s Boating Journey

In this episode of Let’s Go Boating TV, Franklin Pillsbury sits down with MarineMax Fort Myers team member Ryan Stouten to talk about a life shaped by boats. From fueling docks during college to owning his own Boston Whaler, Ryan shares how boating became more than a hobby, it became a way of life. Hear his favorite memories on the water, the lessons learned from customers and sales, and his best advice for first-time boat owners. Whether you love fishing, chasing sunsets, or just enjoying the ride, this conversation reminds us why boating is fun, fulfilling, and always worth it.

In this episode of Let’s Go Boating, host Franklin Pillsbury sits down with his nephew Tyler Pillsbury, the fourth generation in a remarkable boating family. Tyler joins us live from aboard the 125-foot Westport Serenity as it makes its way from Maine back to West Palm Beach.

From navigating nearly 2,000 miles on the water, to running a 39-foot Bertram tender through tricky channels, Tyler shares what it means to grow up surrounded by boats, family, and the lessons of the sea. We talk about childhood memories on Lake Minnetonka, long weekends at Doll’s House, the joys of fishing, and even his Texas-style love for brisket on the grill.

Tyler also reflects on how boating has shaped his perspective on life, work, and leadership, and what it means to carry forward a family legacy that spans back to the 1700s in shipbuilding. Packed with stories of adventure, mentorship, and passion for the water, this episode is a must-listen for anyone who believes boating is more than a pastime...it’s a way of life.

Settle in, grab your favorite boating snack, and join us for a conversation that looks not just over the bow, but toward the horizon.

In the inaugural episode of "Let's Go Boating", Franklin Pillsbury and his son Kyle take listeners on a nostalgic journey through four generations of the Pillsbury family's boating history. From humble beginnings selling wooden boats in the 1950s to now working at Marine Max in Fort Myers, Florida, they share fascinating stories about the evolution of boat sales, their family's entrepreneurial spirit, and how boating has shaped their lives. The podcast offers a personal and engaging look into the marine industry, tracing the Pillsbury family's remarkable transformation from selling small boats to delivering massive 90-foot yachts. A must-listen for boating enthusiasts and those interested in family business legacies.