In this episode of Cashflow Positive, Kenny explores the challenges and strategies for investing in new short-term rental markets. Kenny discusses the importance of both data and emotional confidence when deciding to invest in unfamiliar markets. He emphasizes that understanding why people visit the market, housing price trends, and potential long-term appreciation are crucial. Kenny also addresses common fears, such as hiring new teams and finding reliable cleaners, and provides insights on overcoming them. This episode aims to help investors recognize their comfort levels and make informed decisions about diversifying their property portfolios.

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