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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
  • The Email That Landed Second Home First in The New York Times

    The Email That Landed Second Home First in The New York Times
    Jul 14 2026
    Breaking news—Second Home First has been featured in the holy grail, the New York Times! I’m taking you behind the scenes on everything, from the cold pitch I sent to get the journalist’s attention to being photographed last week at my first vacation home, Trout Landing. But this episode isn’t really about the New York Times. It’s about how one unconventional decision can change the trajectory of your entire life. Tune in to learn: -How to pitch journalists in a way that actually gets their attention -What Tyler Moore and Janel Gallucci both thought of this opportunity (hear directly from them!) -The behind-the-scenes moments that no one gets to see, including one panic-worthy mistake just before the photoshoot -How making one conventional decision changed the trajectory of my life forever Key links: -Second Home First in the New York Times: https://www.nytimes.com/2026/07/14/realestate/purchasing-second-home-vacation-home-first.html?smid=nytcore-ios-share –Tyler’s Second Home First episode: [REAL STORIES] This NYC Teacher Stopped Waiting for “Someday” and Bought a Cottage in the Poconos https://podcasts.apple.com/us/podcast/real-stories-this-nyc-teacher-stopped-waiting-for-someday/id1849178409?i=1000768520907 –Janel’s Second Home First episode: [REAL STORIES] “Is this it?” Her Life Felt Like Groundhog Day Until She Bought a Cabin in Tahoe https://podcasts.apple.com/us/podcast/real-stories-is-this-it-her-life-felt-like-groundhog/id1849178409?i=1000773849154 –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 SHF-60 for 60% off their yearly and bi-yearly plans. *Only until July 31, 2026. 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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    53 mins
  • [REAL STORIES] Why She Gave Up on Buying a House in LA and Bought a North Georgia Cabin Instead

    [REAL STORIES] Why She Gave Up on Buying a House in LA and Bought a North Georgia Cabin Instead
    Jul 7 2026
    How long would you wait to afford a home where you live? Five years? Ten? After more than 2 decades renting in Los Angeles, today's guest decided she was done waiting and chose to buy a cabin in the North Georgia mountains instead. This Week’s Guest: Dawn Asher is the founder of The Olive Jar, an experiential marketing studio that helps short-term rental hosts create unforgettable guest experiences. Tune in to learn: –Why buying a home in Los Angeles never made financial sense for Dawn and her family –How an incredible chain of coincidences led to her finding the perfect cabin in North Georgia –Why she believes vacation rentals should create memories—not just generate income –The simple design ideas she uses to turn an ordinary cabin into an unforgettable guest experience –Why she says "when life hands you lemons, make a charcuterie board" 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 SHF-60 for 60% off their yearly and bi-yearly plans. *Only until July 31, 2026. 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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    46 mins
  • [EXPERT] How to Buy a House

    [EXPERT] How to Buy a House
    Jun 30 2026
    Buying a house is one of the biggest financial decisions most of us will ever make. So why does it feel like no one has ever taught us how to actually do it? There's no class in school that explains mortgages, offers, inspections, appraisals, or closing costs. Most of us are just piecing it together from Google searches, conversations with ChatGPT, and advice from our parents that's probably 30 years out of date—all while hoping we're not making an incredibly expensive mistake. So in this episode, we’re answering one simple question: how do you buy a house? This Week’s Expert Guests: Kacia Ghetmiri is a real estate agent, an investor, an entrepreneur and the host of the EmpowerHER podcast. Jessica Khani is a mortgage lender, who’s also an investor and an entrepreneur. Tune in to learn: –Every single step of the home-buying process, from getting pre-approved all the way to closing day –The #1 question you should ask before selecting a real estate agent –How much money you actually need to buy a house (hint: it may be far less than you think) –What you can negotiate beyond just the purchase price –The biggest mistakes first-time homebuyers make (and how to avoid them) Key links: –FREE How to Buy a House guide! Download it here: https://www.BuyYourSecondHomeFirst.com/buyahouse –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 (mailto:Hello@BuyYourSecondHomeFirst.com) A Special Thank You To Our Sponsors: Lodgify: https://lodgify.com/?afmc=28y Click the link and enter code SHF-60 for an 60% off their yearly and bi-yearly plans. *Only until June 30, 2026. 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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    1 hr and 32 mins
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