The Sailing Doodles Podcastvideo

The Insurance Saga Is Finally Over… Here’s What I Can Say

1 December 2025 · 34 min · 119K views

What this video covers

Bobby's catamaran Maverick, built in Thailand and being delivered by crew from Thailand to Singapore for cargo shipment to the United States, was crashed in Malaysia and totalled roughly a year before this recording.0:21 The insurance claim has now settled, though Bobby cannot disclose terms under a legal agreement.0:58 With the claim resolved, Bobby confirms a forthcoming contract with Island Spirit for hull number five of the Island SPIRIT 525, which is scheduled to splash around the first week of January; Bobby plans to fly to Thailand in February to take possession and sail it himself rather than use a delivery crew.2:11 He discusses the boat's layout — a four-cabin configuration he prefers over the six-cabin bare-boat charter version — and outlines a potential crewed-charter business model at roughly $15,000–$20,000 per week.5:12 A Q&A covers the Elba 45 versus Leopard 45 (Bobby favours comfort over speed for liveaboard cruising), a January 31 giveaway drawing for his 1989 Ta Chaio Shipbuilding Co. (TAIWAN) Ct-56 blue-water cruiser, managing crew privacy on charter passages, YouTube channel business structure under a single LLC, and using After Effects with Premiere Pro to create motion-tracked location title cards.9:15

Watch on YouTube

Boats in this video

Island SPIRIT 525Their boatTa Chaio Shipbuilding Co. (TAIWAN) Ct-56Their boatElba 45ComparedLeopard 45Compared

More from The Sailing Doodles Podcast

Burning Man Is Getting Older, More Expensive… and Losing MoneySept 2026He Climbed Everest, Sailed Around the World & Conquered the Northwest PassageAug 2026RV Life vs Boat Life — Which Is Actually Better?Aug 2026There Are No New Frontiers LeftAug 2026

From The Sailing Doodles Podcast — see the channel’s boat, crew, and every analysed video.

The Sailing Directory Newsletter

One email with the fleet's best finds — the moments, boats, and stories worth your watch time. Enter your own address to get your own copy.

Report an issue