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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.

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What happens when a dental supplies salesperson swaps drills for deeds and becomes a successful real estate investor? Join me, Corey Reyment, alongside my good friend Tristan Laporte, or TLP as he's affectionately known, as we explore his fascinating journey from corporate life to real estate triumph. Tristan describes his pursuit of balance and fulfillment over sheer volume.

Tristan's story unfolds with his transition from a stable W2 job to the often unpredictable world of real estate entrepreneurship. We talk about the vital mindset shifts required to embrace uncertainty, the importance of meticulous financial planning, and the art of managing cash flow. Through practical tips and personal anecdotes, Tristan shares how setting clear strategies and maintaining organization can steer you through the turbulent seas of entrepreneurship. His journey underscores the idea that success is not just about numbers but aligning professional goals with personal values.

But the conversation doesn't stop at business strategies. We venture into the heart of Wisconsin's cultural tapestry, discussing how its traditions, like the beloved fish fry, can captivate out-of-state investors. Tristan's passion for construction and remodeling shines, offering listeners a glimpse into his future aspirations. As we wrap up, Tristan extends an open invitation to connect and learn from his experiences, emphasizing his genuine enthusiasm for sharing knowledge and fostering community connections.

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This power couple from Wisconsin has mastered the art of balancing careers, family, and a thriving portfolio of 48 rental units. Discover how they've strategically leveraged Home Equity Lines of Credit (HELOCs) for rapid growth and gain insights into their ambitious redevelopment project turning a historic bowling alley into valuable workforce housing. Their story isn't just about financial success; it's about creating community-focused investments that address local housing shortages.

Join us as Justin and Moira reveal the nuances of self-managing properties while juggling full-time careers and raising four children. They share how involving their kids in real estate projects nurtures a strong work ethic and invaluable life skills. With Justin's banking acumen and Moira's marketing prowess, they offer a wealth of knowledge on building trust with contractors and tenants, making strategic investments, and maintaining a flexible lifestyle that many aspire to achieve. Their passion is palpable and contagious, serving as both a guide and inspiration for others seeking a similar path.

From recognizing untapped potential in rural areas to mastering the art of contractor selection, Justin and Moira provide actionable strategies for real estate investors at any stage. Learn how they created a network in small towns and secured favorable financing to bring affordable housing to Sturgeon Bay. These insights are not only instrumental for aspiring investors but also highlight the broader impact of thoughtful and innovative real estate development. Whether you're seasoned in the market or just starting out, this episode is a treasure trove of strategies and inspiration to drive your investments forward.

To connect with them, email them at callanpropertiesllc@gmail.com