Well, Why Not?
Well, Why Not?
Deborah David
My name is Deborah, and I'm a first-generation Haitian American who decided to leave the US several times in my adult life. Currently, I live in Quito, Ecuador, where I've been for the past nine years. I'd like to share more about the journey with you and invite others who have taken the leap to move away from the familiar - mainly in the form of immigration or expatriation.
You Can’t Outrun Yourself: The Expat Scapegoat Trap
In this episode, I discuss the complexities of expatriation, emphasizing the importance of inner work, setting boundaries, and financial literacy before making the decision to relocate. She highlights the need for personal fulfillment and safety, while also addressing the misconceptions about the ease of life abroad. #ExpatLife #PersonalGrowth #MentalHealthMatters #CareerFulfillment #FinancialLiteracy #EntrepreneurMindset #SetBoundaries #RelocationJourney #StaySafe #InnerWork
Mar 6, 2025
23 min
Navigating a New Era | Season 4 Premiere
Welcome to the season 4 premiere of Well, Why Not?  This episode is a little different—I’m taking a moment to share how I feel about the new U.S. administration's turbulent state and global impact. With so much uncertainty, shifting policies, and rising tensions, it’s important to pause, reflect, and have honest conversations.
Feb 11, 2025
19 min
Career & Culture: Thriving in Latin America
Adapting to the dynamic blend of work culture in Latin America has been a wild ride. I've loved every minute of it—the good, the bad, and the uncomfortable.
Oct 21, 2024
23 min
Roots & Routes: Finding Community
After 15 years outside the US, here's my journey to finding my community. Episode referenced: What being black and abroad means to me
Sep 23, 2024
25 min
Getting into US colleges from abroad
Do you believe kids have more difficulty getting into US colleges from abroad? In this episode, I go over the steps I am going through with my son and how college admissions from abroad is not as daunting as it may sound. *Please note that this information mainly applies to kids who are US citizens
Aug 28, 2024
26 min
Let's catch up!
Today's episode is an update on why I took a hiatus from posting new episodes. Do you want to stay connected? Follow me on: Well, Why Not? on ⁠Instagram⁠ Well, Why Not? on ⁠X
Mar 4, 2024
13 min
Do I feel safe abroad?
Greetings! It has been a while. I'll talk about my break in a future episode, but today, I wanted to discuss how I view my safety abroad in light of recent events in Ecuador. As always, your opinions, comments and suggestions are welcome!  I'm on ⁠Youtube⁠ now: https://youtu.be/o3h_MW6PaJY Click ⁠HERE⁠ to leave a voice message. Let's stay connected! Well, Why Not? on ⁠Instagram
Feb 1, 2024
19 min
Real Housewives of Dubai - a microcosm of expat representation
The title might sound like a departure from my normal topics but stay with me. I am going to explain how each of the Housewives represents "typical" expats that I have met throughout my journey. Let me know if you agree with my observations.  I'm on Youtube now: https://youtu.be/o3h_MW6PaJY Click HERE to leave a voice message. Let's stay connected! Well, Why Not? on Instagram
Feb 23, 2023
27 min
Debunking 4 myths for why you think you can't move abroad
I'm on Youtube now: https://youtu.be/o3h_MW6PaJY Click HERE to leave a voice message. Let's stay connected! Well, Why Not? on Instagram
Feb 2, 2023
15 min
The struggle doesn't have to be real!
In this episode, I talk about my views on the idea that children and the younger generation need to go through some type of financial struggle in order to be successful adults.  What are your thoughts on it? I'm on Youtube now: https://youtu.be/o3h_MW6PaJY Click HERE to leave a voice message. Let's stay connected! Well, Why Not? on Instagram
Jan 19, 2023
25 min
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