In Cayman Podcast

14/05/2026

Most people watched “The Slap” as a shocking moment between two celebrities. But once you begin learning more about people — their history, their wounds, their insecurities, the pressure they carry — moments like that start feeling less random and more tragic.

Not excusable.

Just human.

This conversation with Gina ended up becoming less about celebrity drama and more about what happens when unresolved pain finally reaches the surface.

07/05/2026

In this episode, we sit down with Caymanian entrepreneur Jonathan Webster for a conversation on business, identity, entrepreneurship, and what it really takes to build something meaningful in Cayman.

We talk reinvesting into the island, the realities of building a business, asking better questions, and becoming the kind of person capable of creating the future you envision.

If you’re trying to grow, build, or think differently about your path — this one’s worth the watch.

In this episode, we sit down with Caymanian entrepreneur Jonathan Webster for a wide-ranging conversation on business, identity, and the mindset needed to bu...

30/04/2026

Cayman pride runs deeper than denominations. Father Tristan Abbott and Badir reflect on the support he received at his ordination and the uniqueness of being a Caymanian priest.

24/04/2026

He wasn’t there to be liked… he was there to make you better.
That’s why generations still talk about him.
Real impact. Real legacy.

21/04/2026

AI isn’t a question of good or bad—it’s already here and doesn’t care how you feel about it. The same shift is happening in finance and media, whether anyone is ready or not. We’ve spent years building a world on trust, and now we’re replacing it with systems that don’t require it—not because we want to, but because we’ve seen what happens when trust fails. So the question becomes: if everything becomes trustless, what actually holds things together?

In this episode with Anton we discuss his work with Distrust and Caution, and much more.

3 likes. "In Cayman: Anton Livaja"

16/04/2026

After watching Elon Musk’s recent podcasts on the sun becoming the future of energy, we couldn’t help but think back to something Matt Brown said about nuclear… 👀☢️🌞

14/04/2026

In the military, they strip your life down to zero… then reintroduce small pleasures. Kinda like reseting your dopamine 🤷‍♂️

09/04/2026

At what point does ‘entitled’ stop being an insult… and start becoming a mirror?

Can you inherit a country and expect to keep it without effort?

If you don’t compete, someone else will.