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Second Home First

Second Home First

Written by: Second Home First
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What if your 401(k) came with a fire pit and a lake view? Hosted by hospitality veteran and short-term rental expert, Katie Cline, Second Home First is a brand new podcast that explores an unconventional path to homeownership. For Katie, living in New York City made buying a home feel impossible, so she decided to flip the script and buy her ‘second home’ first. With renting now more affordable than owning in all 50 of the largest U.S. metros, buying any home–let alone a ‘second’ one–has never felt more out of reach. But Second Home First shows listeners how to make homeownership not only possible, but profitable by purchasing a vacation home that can double as a short-term rental—building wealth for tomorrow while providing a place to vacation for free today! What 401(k) can do that? As a 3x vacation home owner, Katie breaks down her proven strategy step by step, sharing actionable lessons each week so listeners can do it too. In addition to tactical solo episodes, the show will feature exclusive interviews with experts, real stories from people who’ve done it too, and Q&A coaching sessions with aspiring second home owners. Second Home First gives listeners the tools, insights, and inspiration to make their dream vacation home a reality.© 2025 Second Home First Economics Leadership Management & Leadership Personal Finance
Episodes
  • [EXPERT] The Kid-Friendly Details Every Vacation Home Needs

    [EXPERT] The Kid-Friendly Details Every Vacation Home Needs
    May 26 2026
    For a lot of people (myself included), the “dream” isn’t just owning a vacation home that pays for itself—it’s owning a place that your family genuinely loves to visit. But that creates an interesting challenge: how do you furnish and design a home in a way that works beautifully for you and your family while also appealing to other traveling families as guests? That’s exactly what we’re, ahem, unpacking today. This Week’s Expert Guest: Sarah Huff is a baby gear & family travel expert, host of the Tiny Travelers podcast, and the Senior Manager of Customer and Community at BabyQuip. *Check out BabyQuip: https://www.babyquip.com?a=e1afd34 and get $20 off using code SUITESUCCESS20 Tune in to learn: –Why designing around the rhythms of a child’s day can completely transform the guest experience –What creates the most stress for families while traveling and how thoughtful hosts can eliminate friction before guests even arrive –The biggest mistakes hosts make when trying to cater to kids –How to create spaces that feel functional for families without feeling cluttered or chaotic –Why family-friendly design can lead to better reviews, repeat bookings, and more memorable stays Key links: –Second Home First Academy: https://www.BuyYourSecondHomeFirst.com/academy *Use code PODCAST for 40% off –Subscribe to the free weekly newsletter: BuyYourSecondHomeFirst.com/#subscribe –Visit the website: https://www.BuyYourSecondHomeFirst.com –Follow on Instagram and TikTok: @BuyYourSecondHomeFirst –Find us on Substack: https://www.SecondHomeFirst.Substack.com –Say Hi! Hello@BuyYourSecondHomeFirst.com A Special Thank You To Our Sponsors: Lodgify: https://lodgify.com/?afmc=28y Click the link and enter code HOME20 for an additional 20% off their yearly and bi-yearly 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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    28 mins
  • [REAL STORIES] This NYC Teacher Stopped Waiting for “Someday” and Bought a Cottage in the Poconos

    [REAL STORIES] This NYC Teacher Stopped Waiting for “Someday” and Bought a Cottage in the Poconos
    May 19 2026
    How many of us are currently putting something off for the hypothetical “someday?” This guest realized he didn’t want to wait around to enjoy his life. So instead of buying a primary home in New York City, he and his family bought a cottage in the Poconos—and in the process, completely changed the way they think about home, family life, and the pursuit of “more.” This Week’s Guest: Tyler Moore is a NYC school teacher, but you might know him as “Tidy Dad”. Through his bestselling book, Tidy Up Your Life; his podcast, Tidy Tidbits; his Instagram, @TidyDad; and his newsletter, Tyler is known for sharing thoughtful reflections on parenting, routines, organization and intentional living. Tune in to learn: –How a simple question from a yoga teacher changed his approach homeownership –Why they intentionally searched for the cheapest homes in the nicest neighborhoods –How they bought a cottage in the Poconos for less than $170,000 –The hidden costs Tyler considers before making any big decision –Why Tyler believes learning to say “no” is just as important as knowing when to say “yes” Key links: -Tyler’s Book: Tidy Up Your Life - https://amzn.to/49ds3FM -Tyler’s Podcast: Tidy Tidbits - https://podcasts.apple.com/us/podcast/tidy-tidbits/id1816271318 –Second Home First Academy: https://www.BuyYourSecondHomeFirst.com/academy *Use code PODCAST for 40% off –Subscribe to the free weekly newsletter: https://www.BuyYourSecondHomeFirst.com/#subscribe –Visit the website: https://www.BuyYourSecondHomeFirst.com –Follow on Instagram and TikTok: @BuyYourSecondHomeFirst –Find us on Substack: https://www.SecondHomeFirst.Substack.com –Say Hi! Hello@BuyYourSecondHomeFirst.com A Special Thank You To Our Sponsors: Lodgify: https://lodgify.com/?afmc=28y Click the link and enter code HOME20 for an additional 20% off their yearly and bi-yearly 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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    48 mins
  • [REAL STORIES] She Escaped Texas Summers by Buying a House in Maine

    [REAL STORIES] She Escaped Texas Summers by Buying a House in Maine
    May 12 2026
    What if attaining your “dream life” didn’t require quitting your job, becoming a millionaire, or even moving someplace else? Today’s guest, a native Texan, bought her second home first in coastal Maine after falling in love with east coast summers. Now, she’s building a life around flexibility, optionality and of course, seasonality. This Week’s Guest: Texas native Taylor Summer is a digital nomad who fell in love with east coast summers. After falling in love with New England’s slower pace, cooler weather and historic charm, Taylor and her husband bought a home in Midcoast Maine with the goal of creating a seasonal lifestyle: east coast summers, Texas winters. Today, Taylor balances personal use of the home with mid-term rental income. Tune in to learn: –Why Taylor has no regrets buying at nearly an 8% interest rate –How Taylor manages to offset most of her expenses, even while enjoying the property herself in the peak summer months –Why buying in a completely different part of the country comes with brand new considerations, from basements and sump pumps to the realities of winter in Maine –The difference between short-term and mid-term rentals –The mindset shift that helped her ignore outside opinions Key links: –Second Home First Academy: BuyYourSecondHomeFirst.com/academy *Use code PODCAST for 40% off –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 Click the link and enter code HOME20 for an additional 20% off their yearly and bi-yearly 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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    43 mins
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