• EP-284 Expat Mortgages: 30 yr fixed rate mortgages with Second Street in Costa Rica
    Feb 25 2026

    Need any advice or information, message us.

    We chat with Zach Kay, CEO and Founder of Second Street, a mortgage company offering fixed interest 30 year terms on Costa Rica mortgages. We discuss how their offering differs, what people need to understand about loans in Costa Rica and where he sees opportunity in Costa Rica's Real Estate and Investment market.

    Free 15 min consultation: https://meetings.hubspot.com/jake806/crconsult

    Contact us: info@investingcostarica.com

    Zach Kay: https://www.mysecondstreet.com/

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    33 mins
  • EP-283 Do Costa Rican's (Tico's) hate Gringos with Pablo Arias
    Feb 18 2026

    Need any advice or information, message us.

    We chat with Pablo Arias about the real conversations happening beneath the “pura vida” surface: are Ticos actually upset with foreigners, or with the speed of change? What earns genuine respect here, and what quietly fuels resentment? We explore the difference between contributing to Costa Rica versus extracting from it, what’s truly driving the rising cost of living, whether beach towns are losing their identity, and where real opportunity still exists — including where you’d put $500,000 today if you had to invest in the country’s future.

    Free 15 min consultation: https://meetings.hubspot.com/jake806/crconsult

    Contact us: info@investingcostarica.com

    Pablo Arias: pablo@internationalrelocationpartner.com

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    38 mins
  • Bonus: Casey Halloran interviews Richard Bexon about what will happen in investing, Real Estate and Costa Rica in 2026.
    Feb 11 2026

    Need any advice or information, message us.

    I sat down with Casey Halloran on the Let’s Talk Tourism podcast to cut through the noise around Costa Rica investing in 2026. We talk candidly about who will thrive, who will struggle, where genuine opportunity still exists, and the hard truths most people miss about tourism investing in Costa Rica.

    Free 15 min consultation: https://meetings.hubspot.com/jake806/crconsult

    Contact us: info@investingcostarica.com

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    29 mins
  • EP-282 Costa Rica Real Estate, what investors get wrong with Bob Davey.
    Feb 4 2026

    Need any advice or information, message us.

    We talk to Bob Davey, Principal of Christie’s International Real Estate Costa Rica and General Partner of Las Catalinas about what happened in 2025 and where he sees opportunity in 2026. Bob talks about Costa Rica being a lifestyle investment and gives his advice when investing into new developments in Costa Rica.

    Free 15 min consultation: https://meetings.hubspot.com/jake806/crconsult

    Contact us: info@investingcostarica.com

    Bob Davey: https://www.linkedin.com/in/robert-f-bob-davey-85987ba/

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    26 mins
  • EP-281 NO BS, what's happening in Costa Rica with Dan Chaput
    Jan 28 2026

    Need any advice or information, message us.

    I’m joined by Dan Chaput for an unfiltered look at Costa Rica in 2026. From real estate marketing and investing to security, gentrification, and politics, we talk about what’s real, what’s hype, and what people aren’t saying out loud. Dan never holds back—and this episode is no exception.

    Free 15 min consultation: https://meetings.hubspot.com/jake806/crconsult

    Contact us: info@investingcostarica.com

    Costa Private Loans: https://costaprivateloans.com/


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    32 mins
  • EP-280 From Boom to Bust to Boom again, Costa Rica Tourism Explained with Rolando Campos of Chayote Lodge
    Jan 21 2026

    Need any advice or information, message us.

    We sit down with Rolando Campos, owner of Chayote Lodge and a 30-year tourism veteran, to unpack what really happened in Costa Rica’s tourism sector in 2025. Rolando shares his outlook for 2026, where he sees the best investment opportunities, and the realities facing boutique hotels amid the continued evolution of luxury tourism in Costa Rica.

    Free 15 min consultation: https://meetings.hubspot.com/jake806/crconsult

    Contact us: info@investingcostarica.com

    Chayote Lodge: https://www.chayotelodge.com/

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    36 mins
  • EP-279 Developer Diaries - Inside the Development of Arenals' most luxurious 5 bedroom villa — Challenges, Tears & Triumphs with Richard Bexon
    Jan 16 2026

    Need any advice or information, message us.

    Developer and CEO of Belong Costa Rica, Richard Bexon, joins us to break down the journey behind creating Arenal’s #1 luxury vacation rental. We dive into why he chose Arenal, the data and experience that informed the investment decision, and the real-world challenges of taking a project from concept and design through construction and delivery.

    Free 15 min consultation: https://meetings.hubspot.com/jake806/crconsult

    Contact us: info@investingcostarica.com

    Xanadu Arenal Villa: https://www.xanaduarenal.com/

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    39 mins
  • EP-278 Luxury Travel, Real Assets and Investing in Costa Rica in 2026 with Namu Travel CEO Casey Halloran
    Jan 8 2026

    Need any advice or information, message us.

    As we step into 2026, we’re joined by Casey Halloran, CEO of Namu Travel, Costa Rica’s largest luxury travel company. We reflect on how tourism evolved in 2025, the ripple effects on real estate and investing, and Casey’s outlook for 2026 based on the data and signals he’s seeing on the ground.

    Free 15 min consultation: https://meetings.hubspot.com/jake806/crconsult

    Contact us: info@investingcostarica.com

    Casey Halloran: https://www.linkedin.com/in/caseyjhalloran/

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    35 mins