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Well, Why Not?
Deborah David
47 episodes
5 days ago
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.
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Society & Culture
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All content for Well, Why Not? is the property of Deborah David and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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.
Show more...
Society & Culture
Episodes (20/47)
Well, Why Not?
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

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8 months ago
23 minutes 22 seconds

Well, Why Not?
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.

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9 months ago
19 minutes 27 seconds

Well, Why Not?
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.

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1 year ago
23 minutes 23 seconds

Well, Why Not?
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

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1 year ago
25 minutes 46 seconds

Well, Why Not?
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

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1 year ago
26 minutes 46 seconds

Well, Why Not?
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

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1 year ago
13 minutes 7 seconds

Well, Why Not?
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

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1 year ago
19 minutes 20 seconds

Well, Why Not?
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


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2 years ago
27 minutes 9 seconds

Well, Why Not?
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


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2 years ago
15 minutes 23 seconds

Well, Why Not?
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

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2 years ago
25 minutes 7 seconds

Well, Why Not?
Health care in Ecuador as an expat

In this episode, I share my experience with health care in Ecuador.

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


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2 years ago
22 minutes 39 seconds

Well, Why Not?
Haitians - Why we're built different

Today is the commemoration of Bataille de Vertières, which was the last major battle of the Haitian Revolution, and the final part of the Revolution under Jean Jacques Dessalines fought in 1803. I wanted to celebrate the occasion by talking about 3 historical facts about Haiti that I think make us so unique. Hope you learn something new!

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

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2 years ago
22 minutes 25 seconds

Well, Why Not?
Tips for choosing a new *home*

Are you thinking of moving abroad, but you don't know how to go about picking a new home? In this episode, I give a few tips on how to find out information that will help you make this big decision.

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

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2 years ago
24 minutes 53 seconds

Well, Why Not?
3 Things I love about living in Ecuador

I'm back! And the title says it all :)

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

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3 years ago
24 minutes 19 seconds

Well, Why Not?
Cultivating a life of abundance

This episode is an extension of my previous episode titled "You can't escape yourself." I believe that to thrive anywhere begins with you and 8 years ago I started making small changes that have enhanced my outlook on life. 

What do you think about my steps? Do you have other suggestions?

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

Well, Why Not? on Twitter


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3 years ago
23 minutes 25 seconds

Well, Why Not?
What being black and abroad means to me

As I mentioned previously, the black experience is different for each person. In this episode, I talk about the big differences that have marked me while being black and 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

Well, Why Not? on Twitter


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3 years ago
21 minutes 22 seconds

Well, Why Not?
3 mistakes I made when I moved abroad

In this episode, I talk about the 3 mistakes I made when I first moved 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

Well, Why Not? on Twitter


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3 years ago
20 minutes 6 seconds

Well, Why Not?
Why my friends think I'm good with money

As promised, in this episode I go into more detail about my financial management journey (which I'm still on). From how I started saving to my introduction to trading in the stock market - it's here. 

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

Well, Why Not? on Twitter


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3 years ago
26 minutes 55 seconds

Well, Why Not?
The more things change...

...the more things change. In this episode, I talk about what has changed and what has seemingly stayed the same about the Black Experience in the US and being an expat. 

What are some big changes you've noticed lately?

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

Well, Why Not? on Twitter

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3 years ago
23 minutes 34 seconds

Well, Why Not?
Some of my favorite cultural things

I have learned to love some of the quirkiest Haitian traditions and sayings. In this episode, I share some of my faves.

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

Well, Why Not? on Twitter

Show more...
3 years ago
19 minutes 5 seconds

Well, Why Not?
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.