#68 - Buying a Second Home First: An Unconventional Real Estate Strategy with Katie Cline episode artwork

EPISODE · Jul 18, 2026 · 12 MIN

#68 - Buying a Second Home First: An Unconventional Real Estate Strategy with Katie Cline

from Tidy Tidbits · host Tidy Dad

What if the traditional path to homeownership isn’t the only path?This week I’m joined by my friend, fellow Astoria Queens neighbor, and host of the Second Home First podcast, Katie Cline. Katie and I both rent our apartments in New York City as our primary homes, while owning vacation properties outside the city.We talk about the realities of owning and managing short-term rental properties, and our conversation also explores what “home” really means. Is it the home you “own”? Where your family gathers? Where your stuff is? Or simply where your life unfolds?If you’ve ever wondered whether you have to follow the traditional financial roadmap, or if you’ve ever dreamed of creating a different kind of life for your family, this episode is a refreshing reminder that there’s more than one way to build a home.Connect with Katie Cline* Instagram: @bykatiecline* Podcast: Second Home First* Substack: Second Home First* NY Times Article: In This Housing Market, The Second Home Comes FirstMore from Tidy Dad:📚 Tidy Up Your Life - If you preorder the paperback edition of Tidy Up Your Life, you can also receive one FREE year of paid access to The Tidy Times Substack, including every resource, essay, and “Behind the Stories” post. Register your order here! 📸 Follow along on IG: Tidy Dad This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit tidydad.substack.com/subscribe

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#68 - Buying a Second Home First: An Unconventional Real Estate Strategy with Katie Cline

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