Send us Fan Mail

Living across borders means more than booking flights home. It often means caring for aging parents, managing family property, navigating two legal systems, and preparing for the unexpected.

In this episode, Kerry-Ann is joined by attorney Renee Kendall of Caribbean Legal Solutions to explore the realities Caribbean families face when life spans multiple countries. Their conversation goes beyond wills to discuss elder care planning, powers of attorney, healthcare proxies, land ownership, estate administration, protecting yourself from fraud, and why organizing your affairs today is one of the greatest gifts you can leave your family.

Whether you're helping parents back home, own property in the Caribbean, or simply want to spare your loved ones unnecessary stress one day, this episode offers practical guidance for anyone whose life and family exist across borders.

In this episode you'll learn:

• Why planning before a crisis matters
• How wills fit into a broader estate plan
• The importance of powers of attorney and healthcare proxies
• Common challenges of managing land and legal affairs across countries
• Practical steps you can take now to organize your documents, digital accounts, and family information
• How to avoid common pitfalls when buying or inheriting Caribbean property

Planning for the future isn't about expecting the worst. It's about making life easier for the people you love.

Renee Kendall is a New York attorney and founder of Caribbean Legal Solutions. Her practice focuses on estate planning, real estate, and helping Caribbean diaspora families navigate legal matters that span multiple countries. Through Caribbean Legal Solutions, she connects clients with trusted legal professionals across the Caribbean while providing guidance on cross-border estate and property matters.

Contact Caribbean Legal Solutions - https://caribbeanlegalsolutions.com/

Subscribe to the Newsletter

Support How to Support Carry On Friends

1. Donate: If you believe in our mission and want to help amplify Caribbean voices, consider making a donation.
2. Get Merch: Support Carry On Friends by purchasing merchandise from our store.

Connect with @carryonfriends - Instagram | Facebook | YouTube
A Breadfruit Media Production

Send us Fan Mail

Is Jamaican Patois really "broken English"? How did Caribbean languages develop, and why do debates about language continue to spark strong reactions throughout the region and the diaspora?

In this crossover episode from Breadfruit Media sister show, Strictly Facts, Dr. Alexandria Miller speaks with linguist Dr. Joseph T. Farquharson about the history, structure, and future of Caribbean languages. Together they unpack common misconceptions, explore African linguistic influences, and discuss what language recognition means for cultural identity and belonging.

Key Takeaways

• Caribbean languages are complete linguistic systems, not failed versions of European languages.
• African languages played a significant role in shaping Caribbean grammar and speech patterns.
• Migration and music helped preserve and globalize Caribbean languages.
• The Cassidy-JLU writing system provides a standardized approach to writing Jamaican.
• Language recognition is connected to identity, education, cultural preservation, and access.

Mentioned in This Episode

• Carry On Friends episode with Dr. Kari-Lee Grant
• Carry On Friends episode with O'Neil Madden
• COFMG Insights Paper - Jamaican New Testament
• Strictly Facts Podcast

Subscribe to the Newsletter

Support How to Support Carry On Friends

1. Donate: If you believe in our mission and want to help amplify Caribbean voices, consider making a donation.
2. Get Merch: Support Carry On Friends by purchasing merchandise from our store.

Connect with @carryonfriends - Instagram | Facebook | YouTube
A Breadfruit Media Production

Send us Fan Mail

What happens when a first generation is told “you’re not Jamaican” in one but never fully seen as American either?

In this episode, I explore Lens 6 of the Caribbean Diaspora Experience Model (CDEM): "You're Not Either Or, You're Both And". Through stories from podcast guests, family experiences, and observations over more than a decade of podcasting, I unpack the emotional complexity of Caribbean identity in the diaspora for first generation Caribbean Americans.

This conversation explores what it means to navigate layered identities when your heritage, upbringing, geography, and community experiences don’t always align neatly. From being called a “Yankee” by family members to reconnecting with culture later in adulthood, this episode validates the experiences of people who have spent years trying to prove they are “Caribbean enough.”

The episode also explores:

• Why some immigrant parents distanced their children from culture
• The role of fear, assimilation, and survival in shaping identity
• Why accents and language don’t determine belonging
• The emotional impact of cultural gatekeeping
• How Caribbean identity evolves across generations

At the heart of this episode is a reminder: you do not have to choose between identities. You can be Caribbean and American. Jamaican and Canadian. Guyanese and Brooklyn-born. Identity is layered, lived, and evolving.

Resources Mentioned

• Caribbean Diaspora Experience Model (CDEM)
• Previous Lens Episodes:
  • Lens 1: Where You Start Shapes the Journey
  • Lens 2: Where You Live + What You Seek = How You Connect
  • Lens 3: Cultural Anchors Keep Us Rooted
  • Lens 4: Your Identity Will Shift
  • Lens 5: Culture Influences How We Show Up At Work

Subscribe to the Newsletter

Support How to Support Carry On Friends

1. Donate: If you believe in our mission and want to help amplify Caribbean voices, consider making a donation.
2. Get Merch: Support Carry On Friends by purchasing merchandise from our store.

Connect with @carryonfriends - Instagram | Facebook | YouTube
A Breadfruit Media Production