Relationships, Insurance & the New Boat - Ask Me Anything
23 December 2025 · 39 min · 121K views
What this video covers
Bobby, host of Sailing Doodles, answers patron questions across several topics: his current relationship with Chloe, the status of past collaborators Lauren and Amanda, and crew dynamics during the BVI all-girls trip.0:28 He addresses the NDA from a prior settlement, confirming it did not affect financing or delivery timing for hull number five of the Island Spirit 52-ft catamaran he is receiving.11:51 The new boat carries a one-year manufacturer warranty covering parts.14:06 He discusses outboard versus inboard diesel engines on larger sailboats, arguing outboards would be superior in cost, space, and serviceability but are impractical because no mainstream diesel outboard exists and gasoline outboards carry explosion risk from vapor accumulation.15:26 He explains that a 40-hp inboard diesel runs roughly $25,000 to replace versus $6,000 for a 25-hp outboard.15:26 Finding travel lifts and boatyards capable of handling a 52-ft catamaran is flagged as a real logistical constraint.18:07 For anchorage and marina research he recommends the app No Foreign Land and the website Noonsite, noting he previously relied on Garmin ActiveCaptain.19:05 He also discusses the difficulty of finding long-term crew who can leave jobs and financial obligations for months at a time.8:15
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