JENDRY TURNS 1! 🎂 Dominican Birthday Party Celebration (Cake & Piñata!)

Why Men & Women Get Played in the DR 😳 Red Flags, Games & REAL TALK Tonight | Expat Dating Advice 🇩🇴

ASK US ANYTHING 😳 DR Dating, Money Traps & Real Talk (LIVE Tonight) 🇩🇴

DR Taxes vs U.S. Taxes 💸 What MOST People Don’t Know + Live Q&A

The BIGGEST Mistake People Make Dating in the DR 🇩🇴 | Protect Your Peace & Your Pockets

Her Birthday & Real Talk 🎉 | Jobs in the DR + Remote Work Advice (LIVE Q&A)

Real or Transactional? 💵 The Truth About Dating in the Dominican Republic PT. 2

Real or Transactional? 💵 The Truth About Dating in the Dominican Republic 🇩🇴

Would YOU Really Be Happier Living in the Dominican Republic? 🇩🇴 | Expat Dreams vs. Reality

Is Island Living STILL Worth It in 2025? 🌴 | Expat Life in the Dominican Republic 🇩🇴

Jerry & Sheila Island Living is live!

Island Crew Roll Call 🌴 | Home + Airbnb Updates + What’s Next in Expat Life 🇩🇴

The Truth About Moving to the DR 🇩🇴 (What Expats Weren’t Told) + Live Q&A

💸 Prices Going UP in the Dominican Republic 🇩🇴 | Expat Survival Tips + LIVE Q&A

2 Days Without Power in the Dominican Republic 🇩🇴 | Expat Life + NFL Preseason Talk 🏈

Why So Many Americans Are DONE With the U.S. 🇺🇸 | Let’s Talk About It (LIVE)

Love & Age Gaps in the DR 🇩🇴 | Real Romance or Red Flag? (LIVE Q&A)

What I Wish I Knew Before Coming to the DR 🇩🇴 (Live Q&A for Travelers & Expats!)

LIFE IN THE DR 🇩🇴: The Truth About Airbnb, Costs & What Nobody Tells You!

Vetting in the Dominican Republic 🇩🇴 | Avoid These Mistakes Before You Move, Date, or Book

Jerry & Sheila Island Living is live!

Join Our Island Crew 🌴 | Free Guide + Expat Tips

From Soldier to Santo Domingo 🇩🇴 | My First Year as a US Army Vet Living Abroad (LIVE)

Let’s Talk: Is It Culture… or a RED FLAG? 🚩 Dating in the Dominican Republic (LIVE Q&A)