44: Direct Bookings, Marketing, and the Power of Connection with Gil Chan
Release Date: 03/11/2025
Tribe Builders
In this episode of TRIBE BUILDERS, Tanya Rooney sits down with Gil from CraftedStays to unpack his journey from a W2 job to thriving as an entrepreneur in the short-term rental industry. They dive into the challenges of launching a direct booking platform and why treating short-term rentals like a business is key to success. Gil shares valuable marketing strategies and insights on how engaging with guests and creating memorable experiences can set hosts apart. Beyond business, Tanya and Gil explore the power of community—both personally and professionally. Gil reflects on how school...
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In this episode of Tribe Builders, Tanya Rooney sits down with Travis Sherry to explore his journey from traditional work to entrepreneurship and the pursuit of freedom in time, finances, and location. Travis shares how he transitioned from teaching to building multiple businesses since 2012, ultimately creating an adult summer camp designed to bring together like-minded individuals seeking adventure, learning, and connection. The conversation delves into decision fatigue, teamwork, and the power of community in overcoming entrepreneurial challenges. Tanya and Travis discuss the mindset shifts...
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In this episode of Tribe Builders, Tanya Rooney sits down with real estate investor Mike Hicks to discuss the power of private money and strategic networking. Mike shares how bypassing traditional banks and leveraging private lenders can accelerate real estate success. He emphasizes the importance of getting in the right rooms—whether at local REIAs or through every day connections—to build relationships that lead to opportunities of all sorts. Through compelling stories and practical insights, Mike reveals how telling your story, asking the right questions, and rethinking the true cost of...
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In this episode, Tanya Rooney sits down with Marisa, a thriving entrepreneur in the short-term rental space, to discuss the power of clarity, decision-making, and resilience in business. Marisa shares her journey from host to management company owner, emphasizing the impact of community, mentorship, and learning from past mistakes. They dive into the value of a great coach, overcoming procrastination, and building efficient systems. Plus, Marisa draws inspiration from Taylor Swift’s resilience, reinforcing the importance of staying committed to your goals. Follow & Connect with Marisa:...
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In this week's episode of TRIBE BUILDERS, Tanya Rooney and Natalie Jackson discuss the power of community in wellness, outdoor education, and personal growth. Natalie shares her journey from outdoor educator to wellness coach, highlighting the role of nature in daily life. Tanya explores self-limiting beliefs, financial literacy, and the connection between self-worth and health. Both emphasize that we thrive best together, everyone has their own potential, and full-time living should align with one’s values. Their conversation encourages embracing change with courage and support. This...
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In this week's episode of TRIBE BUILDERS, Tanya Rooney sits down with Marilynn Taylor to explore the power of community, mindset, and authenticity in business and life. Marilynn shares her journey in real estate and short-term rentals, emphasizing the importance of networking, problem-solving, and creating a guest experience that goes beyond the transaction. She dives into the idea of an anti-hustle culture, the significance of self-worth among women business owners, and the role of digital friendships in today’s world. The conversation also touches on the importance of asking for what you...
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In this engaging conversation, Tanya Rooney interviews Andrew Owlett, who shares his unique journey from being a firefighter to a cybersecurity leader and then transitioning into the world of real estate investing. Andrew discusses the importance of community, networking, and the various businesses he has built in the real estate sector, including short-term rentals and a now going into a wellness boutique hotel build. He emphasizes the value of trying different asset classes and the power of social media in building connections and opportunities. Tanya & Andrew explore the significance of...
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In this episode, Tanya Rooney chats with Jacobo Hernandez, a dynamic entrepreneur who has built an impressive career by mastering delegation and designing a life centered on his passions. Jacobo shares his journey from hiring virtual assistants to handle his schoolwork while scaling his Amazon business, to making the leap into Airbnb, and eventually diving into the boutique hotel industry. He opens up about how coaching transformed his approach to business, the life-changing impact of free meetups, and the importance of surrounding yourself with high achievers. Known for his unique talent in...
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In this episode, Tanya Rooney interviews Brindy Bringhurst, a thriving short-term rental cohost and manager from Arizona. Brindy opens up about her journey into the short-term rental industry, how Instagram became a catalyst for her business growth, and the power of building authentic connections within her community. Together, Tanya and Brindy delve into overcoming self-limiting beliefs, achieving personal growth, and finding a healthy work-life balance. They also highlight the value of embracing unexpected opportunities and the magic of fostering relationships in business. The conversation...
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In this episode, Tanya Rooney explores the powerful role of integrity in both personal and professional life. Reflecting on her recent training experiences, Tanya highlights the importance of showing up authentically for yourself and others. She shares her committment to starting to coach and empower others to achieve their goals while inviting listeners to consider how integrity shapes their own lives. Tune in for a thoughtful discussion and a call to action to recognize and appreciate the integrity of those around you. Follow Tanya on social media: Tiktok @tanyarooneymn ...
info_outlineIn this episode of TRIBE BUILDERS, Tanya Rooney sits down with Gil from CraftedStays to unpack his journey from a W2 job to thriving as an entrepreneur in the short-term rental industry. They dive into the challenges of launching a direct booking platform and why treating short-term rentals like a business is key to success. Gil shares valuable marketing strategies and insights on how engaging with guests and creating memorable experiences can set hosts apart.
Beyond business, Tanya and Gil explore the power of community—both personally and professionally. Gil reflects on how school communities have shaped his approach to networking and the financial strategies that have supported his entrepreneurial path. This conversation highlights the importance of resilience, collaboration, and building a strong support system to navigate the ups and downs of business ownership.
Follow & Connect with Gil:
Instagram @craftedstays
Check out the platform here: www.craftedstays.co
Follow Tanya:
Tiktok @tanyarooneymn
Instagram @tanyarooneymn
Facebook @tanya.rooney28
youtube @tanyarooneymn
www.tanyarooney.com