Paul Kromidas, a former Airbnb employee turned short-term rental entrepreneur, shares his journey of overcoming mindset barriers and taking bold risks. He discusses the importance of capital raising and balancing host-guest experiences in a competitive market. Paul also emphasizes the need to choose the right properties for investment and the evolution of his business model towards innovative, software-driven solutions. His insights on integrating family life with entrepreneurial duties offer valuable lessons for aspiring investors.
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volunteer_activism ADVICE
Overcoming Imaginary Barriers
Confront imaginary barriers preventing you from pursuing your goals.
Recognize that there's always something more to achieve, but don't let that stop you.
question_answer ANECDOTE
Paul's Airbnb Origin Story
Paul Kromidas's path to the STR industry began at Airbnb, working on M&A, then product.
Observing the company's resilience during COVID sparked his entrepreneurial interest in short-term rentals.
insights INSIGHT
Unique STR Challenges
Short-term rentals have unique challenges in determining return profiles due to asset variability and fluctuating income.
This differs from traditional real estate and hospitality, making investment decisions complex.
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In 'Principles: Life and Work', Ray Dalio shares the principles he has developed over his career that have helped him achieve success. The book is divided into three sections: the first section explains how Dalio's principles were formed from his personal and professional experiences; the second section outlines life principles, such as embracing reality, being radically open-minded, and understanding the importance of pain and reflection in personal growth; and the third section focuses on work principles, including the use of radical truth and radical transparency to transform an organization. Dalio advocates for systematizing decision-making into algorithms, learning from failures, and building a culture where it is okay to make mistakes but unacceptable not to learn from them.
In this episode, new host Mark Lumpkin sits down with industry veteran Paul Kromidas, who transformed his career at Airbnb into launching a highly successful short-term rental business.
Paul explains how he overcame “imaginary barriers”—a common mindset among parents and aspiring investors—and embraced bold, calculated risks to build an asset-heavy, cash-flow–rich model. He offers actionable insights on raising capital, balancing host and guest experiences, and leveraging innovative strategies in today’s evolving market.
Whether you’re just starting out or looking to scale your portfolio, Paul’s journey provides a powerful roadmap to achieving long-term success in short-term rentals.
Check out his website here: https://www.summeros.com/
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Episode Sponsored By: STR Search
STR Search is the industry leading property finder service. They've helped investors acquire over 215 profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com