Be an A player.
No business cards.

A private community of A players. We gather on the water and ashore to build real relationships, with people before pitches.

Built for real connection

Duchess Fleet is a curated community of professionals who believe relationships come first. It started as a happy hour on the water coming out of COVID, and five seasons later more than 200 wealth managers, attorneys, CPAs, builders, operators, and founders have come aboard. Small rooms, great questions, and no business cards.

On the water

All summer, small crews of A players sail aboard the Duchess for the Happy Hour Mastermind. A couple of hours, a couple of great questions, and the kind of conversation you cannot have in a conference room.

 

Ashore

When the Duchess settles in for the winter, the conversation moves ashore. A few times each offseason, the Duchess Round Table brings the crew together around one table for time worth clearing your calendar for.

Four pillars

  • Curated, not crowded

    Small rooms, on purpose.

  • People before pitches

    Nobody comes aboard to sell.

  • Give first

    Open the door before anyone asks.

  • Moments worth showing up for

    The kind where nobody wants to leave the boat.

Heard This Week on the Duchess

  • Season Five Is in the Books

    Seventeen cruises, eighty crew members, and one rain out.

  • The Harvest

    Five professionals, one boat, and a grunge era album cover.

  • Time Is the Real Currency

    A Duck, a Coug, a Buff, and a Dawg walked into a bar.

  • Builder vs Operator

    Four roses and one thorn on the Duchess.

“Ninety percent of the time, it is relationship. Anyone can learn the technique.”

Abbey Miller, Heard on the Duchess

Every invitation starts with a conversation.