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What if the platforms eating your margins weren't the only thing holding your rentals back? Breck Rubin, CEO and Co-Owner of DirectStay, joins V acation Rental Insider to unpack a risky pivot, the late-night decision that forced a reinvention, and the exact systems that turned chaos into consistent revenue. This episode is part founder confessional, part blueprint — and it's raw. In this engaging conversation, Breck Rubin, CEO of DirectStay, shares insights into his journey as a host and the founding of @Direct_Stay a platform designed to empower hosts in the short-term rental market. He discusses the challenges faced by hosts on traditional platforms, the importance of communication, and the innovative business model that allows hosts to be the merchants of record. Breck emphasizes the significance of building relationships, the role of technology and AI in enhancing the rental experience, and the vision for the future of DirectStay. He also offers valuable advice for aspiring entrepreneurs, highlighting the importance of perseverance and staying true to one's vision. You’ll sit with the tension of a business on the brink, the breakthrough that followed, and the habits that separate surviving hosts from thriving operators. Key takeaways: 🔥 The negotiation every owner misses — and how to come out ahead 🧭 Repeatable systems that replace guesswork with predictable cashflow 💡 Pricing levers that raise rates without killing occupancy 🤝 How direct relationships beat ad-dependent funnels over time ⚠️ The crisis move that either sinks you or scales you DirectStay was founded to address pain points faced by hosts. Empowering hosts as merchants of record allows them to control their transactions. Communication is key to building relationships between hosts and guests. The traditional rental market is outdated and needs innovation. Breck's background in the medical field influenced his entrepreneurial journey. The Netflix model offers a subscription-based approach for hosts. DirectStay aims to help hosts build lasting value and assets. AI and technology are transforming the rental experience. Building a distinct footprint in the market is essential for success. Perseverance and staying true to one's vision are crucial for entrepreneurs. Don’t just watch — act. Join the movement: subscribe to V acation Rental Insider, pick one tactic from this episode, test it this week, and tell us which metric moved.