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On this episode: The crew returns with unfiltered conversation—covering everything from fashion and cereal debates to work permits, politics, relationships, and ageing. Friend of the podcast Lana joins the table as the discussion jumps from Cayman issues to global headlines and social media drama, leading to heated takes on policy, scooters/insurance, U.S. politics, and the now-iconic “Mr. Earl” moment.
Plus, a special word from Cinco Insurance, reminding you why peace of mind matters on Cayman’s roads.

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00:00 – Opening Chat
01:00 – Food talk, cereal cravings
02:40 – 🎯 Cinco Insurance promo
03:18 – Welcome to Episode 154 & intro to the panel
05:00 – OG Lana joins the conversation
06:30 – Weekend recaps & everyday Cayman life
08:30 – Food safety debates & leftovers controversy
10:45 – Online bills vs old-school payments
14:00 – Work permits, population growth & the Cayman economy
18:00 – Jobs Caymanians won’t do & labour realities
21:00 – AFCON drama & football controversies
24:00 – Global politics, media narratives & the U.S.
29:00 – Immigration, human rights & border discussions
33:00 – Cost of living, food security & supply chains
36:30 – Desmond and Kristy breakup & public relationships
41:00 – Cheating, marriage, and public perception
46:00 – 💀 The “Mr. Earl” conversation
52:00 – Ageing, intimacy & relationship expectations
58:00 – E-scooters, insurance & government rollout issues
01:04:00 – Public transport, enforcement & road safety
01:10:00 – Parking chaos, urban planning & frustration
01:18:00 – Comedy, culture & social commentary
01:22:30 – Final thoughts & wrap-up

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The crew kicks things off with fashion jokes that quickly turn into the birth of a new nickname — Eggplant Papi— setting the tone for a wide-ranging, unapologetically Cayman conversation.
From generational debates and “expert” culture to Starlink officially landing in the Cayman Islands, e-bike and scooter legislation, rising food costs, public transport frustrations, and the realities of living and working in Cayman, nothing is off limits.
The episode also features a deep and insightful conversation with Alyssa Gilbert, Caymanian creative and founder of WIK Magazine, as she shares her journey through fashion, media, creativity, mental health, and why so many Cayman creatives feel the need to leave in order to grow — with hopes of one day returning home.
The discussion closes with powerful commentary on financial literacy, money mules, online scams, social systems, and why common sense isn’t always common.

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On this episode: The cast reflects on the holidays, parenting teens, first crushes, Christmas chaos, and New Year realities before diving into deeper conversations around discipline, responsibility, and growing up.

From hilarious parenting moments and cultural observations to serious discussions on global politics, Venezuela, U.S. intervention, and leadership accountability — this episode balances humour, honesty, and hard truths.

Proudly Sponsored by CINICO

When you choose CINICO Motor Insurance, you’re not just getting coverage — you’re joining a community that cares about protecting you and your loved ones. Personalized coverage tailored to your needs.

24/7 claims service.

Roadside assistance — from flat tires to towing, anytime, anywhere in Cayman. Peace of mind you can trust.

Ready for a quote? Visit CINICO and stay covered.

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It’s the final episode of the year, and we’re closing out The Link Up Podcast in true Merry & Bright fashion. In this episode, the crew looks back on the year that was and shares laughs, life updates, and real conversations about growth, gratitude, and community.

From marathon achievements and birthday celebrations to Cayman Thanksgiving, holiday traditions, gift debates, traffic frustrations, and what we’re truly looking forward to in the new year.

Thank you for rocking with us all year long. We’ll see you in the new year.

New episodes return in January.

Proudly Sponsored by CINICO

When you choose CINICO Motor Insurance, you’re not just getting coverage — you’re joining a community that cares about protecting you and your loved ones. Personalized coverage tailored to your needs.

24/7 claims service

Roadside assistance — from flat tires to towing, anytime, anywhere in Cayman. Peace of mind you can trust.

Ready for a quote? Visit CINICO and stay covered this holiday.

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On this episode: The team welcomes President and Vice President of the Rotaract Club of Grand Cayman for a look into youth leadership, service, and community impact.

The episode then shifts into a deep, candid discussion with Deputy Leader of the Opposition Kenneth Bryan, on some of the most pressing issues facing the Cayman Islands today: immigration reform, economic modeling, social integration, population strategy, cost of living, and the future of Cayman’s tourism and aviation sectors. MP Bryan discusses the gaps in the current immigration policy rollout, why the community feels confused and divided, and why leaders must articulate a clearer long-term vision of what Cayman should look like over the next decade. This episode blends community service, politics, economics, culture, and personal development into one of the podcast’s most comprehensive and insightful conversations yet.

Sponsored by CINICO Motor Insurance

This episode blends community service, politics, economics, culture, and personal development into one of the podcast’s most comprehensive and insightful conversations yet.

Sponsored by CINICO Motor Insurance
When you choose CINICO Motor Insurance, you’re not just getting coverage—you’re joining a community that cares about protecting you and your loved ones.

Why CINICO?

Personalized coverage tailored to your needs24/7 claims service—always just a call away. Peace of mind with CARE Roadside Assistance, from flat tires to towing, anytime, anywhere in Cayman.
Ready for a quote? Visit www.cinico.ky.
CINICO. Keeping Cayman Covered.

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🚨The LINK Up Podcast Episode 149 | “Anxiety Isn't Real” AVAILABLE NOW!🚨

In this episode Victor, Chris, Kisha, and Phil as they jump into a host of hot topics, starting with a recap of the local buzz around Pirates Week and the Rick Ross concert, alongside the controversial online hate directed at the Lions center. The crew debates whether recent increased fees are helpful or a hinderance to the community, and they sit down for an important conversation with CINCO and Inspire Cayman about their new road safety campaign. The episode explodes when Phil drops a bombshell claim that ANXIETY isn't real, leading to a must-hear, heated debate before the team wraps up with a look at the Black Friday craze in Cayman and a discussion on whether celebrities truly enjoy coming to Cayman to be "nobody."

Sponsored by CINICO Motor Insurance
When you choose CINICO Motor Insurance, you’re not just getting coverage—you’re joining a community that cares about protecting you and your loved ones.
Why CINICO?
Personalized coverage tailored to your needs24/7 claims service—always just a call awayPeace of mind with CARE Roadside Assistance, from flat tires to towing, anytime, anywhere in Cayman.
Ready for a quote? Visit www.cinico.ky.
CINICO. Keeping Cayman Covered.

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So You’re 30…. Now What? | The “3 Girls & A Guy” episode is AVAILABLE NOW! 🍷

From an invite to a Yoshi’s dinner to podcast guest. Tune in to the latest episode of SY30NW as they catch up with a guest and long term supporter to discuss dating and relationships. What’s changed since the original dating episode? Tune in.

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On this episode: Joined by recent Uni grad Henri, the crew discusses Cayman’s new tourism ad campaign & the Women’s Empowerment Brunch to wild age-gap debates, the team breaks down local headlines & pop culture moments with their signature wit. Chris vents about being sick, Kvsha recaps her weekend, & questions the state of Cayman’s healthcare system and politics. Plus, a little talk about Bad Bunny headlining the Super Bowl, Taylor Swift controversy, and what men and women really bring to the table in modern relationships.

🎙️ It’s a full house with laughs with The Link Up Podcast.

🎧 Sponsored by CINICO Motor Insurance

When you choose CINICO Motor Insurance, you’re not just getting coverage—you’re joining a community that cares about protecting you and your loved ones.

🚗 Why CINICO?

Personalized coverage tailored to your needs
24/7 claims service—always just a call away
Peace of mind with CARE Roadside Assistance, from flat tires to towing, anytime, anywhere in Cayman.

Ready for a quote? Visit www.cinico.ky.

CINICO. Keeping Cayman Covered.

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