Send us a text

What if you could turn your passion for real estate into a thriving short-term rental business? Join us for an engaging conversation with Tyler Kabat, co-founder of Doorway Travel, as he shares the incredible journey he and his wife, Nicole, embarked on from real estate wholesaling to managing 38 rental units. Inspired by "Rich Dad, Poor Dad," Tyler reveals how they transformed their dream into reality and discusses their strategic plans to expand their operations beyond Northeast Wisconsin into the Northwoods. Discover the unique satisfaction they find in creating memorable vacation experiences for families while navigating the complexities of short-term rental management.

Listen as Tyler opens up about the secret to maximizing rental revenue, particularly during high-stakes events like the NFL draft in Ashwaubenon, Wisconsin. We'll explore the potential rental income opportunities and the challenges of operating in regions like Florida, where insurance and tax rates are pushing investors to rethink their strategies due to hurricane risks. Tyler emphasizes the importance of understanding local ordinances and choosing markets with established short-term rental rules, offering insights on how to balance risk and opportunity in this dynamic field.

Finally, learn about the often-overlooked upfront costs of converting long-term rentals into short-term rentals, as Tyler underscores the value of impeccable decor and a dependable cleaning team. We highlight how features like hot tubs can boost rental income and discuss the role of professional management in ensuring a seamless guest experience. Tyler shares his experiences with platforms like Airbnb and Booking.com, offering tips on leveraging third-party insurance providers to safeguard rental properties. This episode is packed with actionable insights for anyone looking to thrive in the short-term rental market.