Episodes

  • WHERE Should You Buy a Vacation Home? A Step-By-Step Guide.

    WHERE Should You Buy a Vacation Home? A Step-By-Step Guide.
    Nov 18 2025
    You know you want to own a vacation home, but you’re not sure WHERE it should be. The coast? The mountains? The countryside? Choosing the right spot is overwhelming—and getting it wrong can cost you time, money, and stress. On this episode, we’re tackling the biggest question in your second-home journey: Where should you actually buy? We’ll show you how to find your perfect spot—and why having a Plan B (and maybe even a Plan C) is essential. Grab a pack of sticky notes, because this week it’s all about location, location, location. Grab a pack of sticky notes and tune in to learn: -Why this is the most important decision you’ll make (no pressure!) -How to get started when you have no idea WHERE you want to buy -The sticky-note exercise that will help you define your ideal destination -Why you need a Plan A, a Plan B… and maybe even a Plan C Key links: –Sticky Note Exercise- https://www.buyyoursecondhomefirst.com/your-ideal-vacation-home/sticky-note-exercise –Take the Vacation Home Owner Archetype Quiz: BuyYourSecondHomeFirst.com/Quiz –Subscribe to the free weekly newsletter: BuyYourSecondHomeFirst.com/#subscribe –Visit the website: BuyYourSecondHomeFirst.com –Follow on Instagram and TikTok: @BuyYourSecondHomeFirst –Find us on Substack: SecondHomeFirst.Substack.com –Say Hi! Hello@BuyYourSecondHomeFirst.com A Special Thank You To Our Sponsors: Lodgify: https://lodgify.com/?afmc=28y *From now until December 4, use code BF65SHFVIP for 65% (!) off their yearly and bi-yearly Professional and Ultimate plans. Minoan: https://www.Minoan.com/SecondHome Use the link provided to sign up and receive a free $25 in credit. Turno: https://go.turno.com/second_home_first Use the link provided to get $25 off your first clean. Flytographer: https://www.Flytographer.com/SHF Use code SHF25 for $25 off your first shoot PriceLabs: https://hello.pricelabs.co/signup/?referral=secondhomefirst Use code SecondHomeFirst (all one word) for a 30-day free trial, plus $10 off your first invoice
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    Less than 1 minute
  • The 3 Types of Vacation Home Owners—Which Are You & Why Does it Matter?

    The 3 Types of Vacation Home Owners—Which Are You & Why Does it Matter?
    Nov 11 2025
    What type of vacation home owner would you be? And more importantly, why does that matter? Before you start scrolling Zillow or shopping for throw pillows, this is one question you have to answer. On today’s episode, we’re breaking down the three vacation home owner archetypes—and how knowing yours will influence every decision you make. Take the Vacation Home Owner Archetype Quiz to find out which type you’d be: BuyYourSecondHomeFirst.com/Quiz Tune in to learn: -About the three vacation home owner archetypes: Profit Maximizer, Sweet Spotter, and First Dibber -Why your archetype affects everything, from where you buy to what you can afford -How your archetype can shift over the course of a mortgage (or even a single year) Key links: Visit the website: BuyYourSecondHomeFirst.com Subscribe to the free weekly newsletter: BuyYourSecondHomeFirst.com/#subscribe Follow on Instagram and TikTok: @BuyYourSecondHomeFirst Find us on Substack: SecondHomeFirst.Substack.com Say Hi! Hello@BuyYourSecondHomeFirst.com A Special Thank You To Our Sponsors: Lodgify: https://lodgify.com/?afmc=28y Use code SHF20 for an ADDITIONAL (!) 20% their yearly and bi-yearly plans Flytographer: https://www.Flytographer.com/SHF Use code SHF25 for $25 off your first shoot PriceLabs: https://hello.pricelabs.co/signup/?referral=secondhomefirst Use code SecondHomeFirst (all one word) for a 30-day free trial, plus $10 off your first invoice
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    Less than 1 minute
  • Should YOU Buy Your Second Home First?

    Should YOU Buy Your Second Home First?
    Nov 4 2025
    What if your best investment account isn’t your 401(k)… but a vacation home? On the very first episode of Second Home First, host Katie Cline explores why buying your ‘second home’ first could be the smartest way to build wealth and vacation for free. Katie shares her own journey from renting in New York City to buying a vacation home in upstate New York, and how that decision became a game changing investment strategy for her. You’ll learn: –Why buying your second home first just might be the smartest way to build wealth and joy –How owning a vacation home can build equity and generate income while giving you a place to vacation for free –Why the “must be nice” mentality might be getting in your way –The five questions to help you decide if this strategy is right for you Plus, Katie shares free resources to help you get started: –The ‘Should You Buy Your Second Home First’ Quiz –The Second Home First Starter Kit, with the immediate next steps to take to get closer to owning your dream vacation home (sent upon completion of the quiz) Visit the website: BuyYourSecondHomeFirst.com Take the Quiz: BuyYourSecondHomeFirst.com/Quiz Subscribe to the free weekly newsletter: BuyYourSecondHomeFirst.com/#subscribe Bankrate article: Bankrate.com/real-estate/rent-vs-buy-affordability-study/ Renting vs. Buying Spreadsheet: BuyYoursSecondHomeFirst.com/your-ideal-vacation-home/rent-vs-buy Follow on Instagram and TikTok: @BuyYourSecondHomeFirst Find us on Substack: SecondHomeFirst.Substack.com Say Hi! Hello@BuyYourSecondHomeFirst.com A Special Thank You To Our Sponsors: Lodgify: https://lodgify.com/?afmc=28y Use code SHF20 for an additional 20% their yearly and bi-yearly plans Flytographer: https://www.Flytographer.com/SHF Use code SHF25 for $25 off your first shoot PriceLabs: https://hello.pricelabs.co/signup/?referral=secondhomefirst Use code SecondHomeFirst (all one word) for a 30-day free trial, plus $10 off your first invoice
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    Less than 1 minute
  • Trailer: Welcome to Second Home First

    Trailer: Welcome to Second Home First
    Oct 28 2025
    What if your 401(k) came with a fire pit and a lake view? On Second Home First, host Katie Cline flips the script on traditional homeownership. After years of believing buying a home in New York City was impossible, Katie bought her “second home” first—a vacation property that not only became a personal retreat but also a profitable short-term rental. Each week, Katie shares strategies, insights, and real-life examples to help listeners take action. Episodes fall into three categories: Real Stories: Guests share their journeys, challenges, and lessons learned from buying a second home first. Expert Advice: Specialists—from mortgage lenders and real estate agents, to designers and property managers—offer unfiltered guidance to help listeners make smart decisions. Deep Dives: Katie walks through her exact process for finding, furnishing, and financing now 3 vacation homes, providing actionable steps to evaluate potential properties and maximize results. If you thought owning any home, let alone a second one, was out of reach, this is the show is for you. This is Second Home First. Visit the website: BuyYourSecondHomeFirst.com Subscribe to the free weekly newsletter: BuyYourSecondHomeFirst.com/#subscribe Follow on Instagram and TikTok: @BuyYourSecondHomeFirst Find us on Substack: SecondHomeFirst.Substack.com Say Hi! Hello@BuyYourSecondHomeFirst.com
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    Less than 1 minute