Damian Maldonado

speaker

575 appearances 1 recordings 1 series first heard Feb 2026 last heard 19 Feb

Damian Maldonado’s voice in public audio — every appearance, attributed to the second.

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recordings per month · last 12 months

Recordings per month over the last 12 months — 1 in all, peaking in Feb 2026 with 1.

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Leap Academy with Ilana Golan · From Homeless Shelter to Building a Billion-Dollar Mortgage Company | Damian Maldonado | E146 · 19 Feb 2026 podcast

But I met my partner Dylan in Playa del Carmen in Mexico and him and his wife Shadi, the hotel they were behind was kind of like renewing their deal and they didn't want to renew their kite deal.

So I'm like, we should open up a kite school together.

So we're looking around, we're like somewhere in the Caribbean, we're looking everywhere and we went to Dominican Republic and the

place, Cal Cabarete, which is a beautiful kite surfing village and other water sports too.

And we're looking on the map and my buddy goes, what about Puerto Rico?

And I'm like, and I'm Puerto Rican, but I hadn't thought of it that way.

And I start looking at the data.

It's like, it's very windy here.

Eight to 10 months out of the year, it's windy here.

Most places are three, six, seven months, a lot, lot less time.

So we end up coming back, scouting the island and finding this little boutique hotel called Numero Uno.

And ended up buying that to open up the kite school there.

And that's what we did.

And it came with a little restaurant, came with a little boutique hotel.

We only wanted to do the kite part.

We ended up with these two other businesses and ended up being a cool business in a cool location.

But kite surfing as well, chasing the wind got me back to Puerto Rico.

I'm very comfortable with uncomfortable.

And, you know, if I'm going on a trip, I buy a one-way ticket and just try to figure it out.

Sometimes I have a hotel, sometimes I don't.

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