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The Kiwi Who Served the World's Richest - And Saw It All!

June 10, 2026 / 01:19

This episode covers celebrity encounters, yacht experiences, and high-profile events, featuring guests discussing their interactions with Simon Cowell, Leonardo DiCaprio, and others.

The conversation begins with anecdotes about Simon Cowell and his pleasant demeanor during yacht trips. The guest shares experiences with various celebrities, including Lily Allen, Lewis Hamilton, and Nico Rosberg.

Leonardo DiCaprio is highlighted as a significant figure, being the first major celebrity the guest met while working on a yacht during the Cannes Film Festival. The guest recalls DiCaprio's relaxed appearance and carefree attitude at the event.

The discussion touches on the contrast between public celebrities and private billionaires, with the guest expressing a reluctance to name wealthy individuals due to their private nature.

Overall, the episode provides a glimpse into the glamorous world of yacht charters and celebrity interactions, with humorous and candid reflections from the guest.

TLDR

Guests share stories of celebrity encounters on yachts, including Simon Cowell and Leonardo DiCaprio.

Episode

1:19
00:00:00
I've had Simon Cowell try to my boat a lot. Um, he was actually really [ __ ]
00:00:04
lovely. And then I think Leonardo DiCaprio was like one of the first famous people I ever met. Yeah, there's
00:00:10
people like Lily Allen, she was really cool. I've had like Lewis Hamilton and
00:00:14
Nico Rosberg on board. We had Mercedes charter us one year for the Grand Prix. I feel like those are like the
00:00:20
celebrities and then you've got like the really well-known like rich people which
00:00:25
are they are the ones that are a lot more private. >> Right. >> kind of I feel okay talking about
00:00:29
celebrities, but when it [music] comes to like I think the big daddy like billionaires, I don't tend to drop names
00:00:35
on those ones. >> They are some wild names that you dropped from a a girl from Fang Day. I
00:00:39
just can't get over the Leonardo thing. Were you his type? How old were you at
00:00:42
the time? >> I was definitely his type at the time. Not so much now. I'm past expiry. I was
00:00:46
22. So, he was actually the first boat I ever or first big yacht I ever worked on. It was the Cannes Film Festival
00:00:55
which is a real high-end luxurious film festival event in the South of France and it's like anybody that's anybody is
00:01:02
there. So, everyone's on board dressed up in these suits and you know, all dolled up. He rocks in like zero [ __ ]
00:01:08
given, cargo shorts, like cap on, hasn't shaved, just sitting there like honing
00:01:14
diaries, drinking away. But hey, he was having the time of his life, so.

Episode Highlights

  • Meeting Leonardo DiCaprio
    She recalls meeting Leonardo DiCaprio at the Cannes Film Festival, where he was surprisingly casual.
    “He rocks in like zero given, cargo shorts, like cap on.”
    @ 01m 06s
    June 10, 2026

Episode Quotes

  • I was definitely his type at the time.
    The Kiwi Who Served the World's Richest - And Saw It All!
  • He rocks in like zero given, cargo shorts, like cap on.
    The Kiwi Who Served the World's Richest - And Saw It All!

Key Moments

  • Cannes Film Festival00:55
  • Leonardo's Casual Vibe01:06