Second Home First

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.

Second Home First is a business podcast hosted by Unknown Host, with 47 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Unknown Host hosts Second Home First, a business show with 47 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

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  Episode #46

  [REAL STORIES] They Bought a Lake House Instead of an NYC Apartment and Paid it Off in 15 Years

  Sep 15, 202637 min

  Nearly two decades ago, today’s guests were a young couple living in Jersey City, dreaming of buying a home in Manhattan. But instead of stretching their budget to buy in the city, they decided to buy a lake house in the Poconos. In just 15 years, they used income from short-term renters to pay it off entirely—and now, they’re using the equity they built to construct their dream vacation home just down the road. This Week’s Guests: David Bigler and Jillian O’Neill are a married couple who bought their second home first almost two decades ago. They were living in Jersey City at the time, dreaming of moving into Manhattan, when they decided to do something different and buy a lakehouse in the Poconos instead. Tune in to Learn: –The difference between good debt and and bad debt –Why Dave and Jill started out as "First Dibbers" but now consider themselves "Profit Maximizers" (Take the Quiz to find out what type of vacation home owner you would be: https://www.buyyoursecondhomefirst.com/freebies#quiz) –How they paid off their lake house in full in 15 years, using income earned from short-term renters –Why building genuine relationships with neighbors is essential 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 (mailto:Hello@BuyYourSecondHomeFirst.com) A Special Thank You To Our Sponsors: Lodgify: https://lodgify.com/?afmc=28y For a limited time, click the link and enter code SHF-60 for 60% off their Professional and Ultimate plans. *Offer good September 21-30, 2026 Somerled: https://form.jotform.com/252193985491065?howDid=Referral&typeA19=Second%20Home%20First Use the link provided to schedule your free consultation call. Listeners of SHF also get $1,000 off virtual design & $3,000 off design & project management services. 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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  Episode #45

  [EXPERT] Think You Can’t Afford a Vacation Home?

  Sep 8, 202636 min

  Do you dream of owning a vacation home but think you can’t afford it? What if I told you that you might need way less cash than you think? Today’s expert guest is breaking down the money myths and mortgage misconceptions that cause so many of us to rule ourselves out. She’s also sharing why talking to a lender just might reveal that you’re closer to owning your dream vacation home than you think. This Week’s Expert Guest: Jessica Khani is a mortgage lender, who’s also an investor and an entrepreneur. Find her at HomesWithJessicaKhani.com or @HomesWithJessicaKhani on social. Tune in to Learn: –The difference between getting a mortgage for your primary home versus a second home –How lenders determine how much you can actually afford –What credit score you need to have in order to get the most favorable terms –How much time you’re required to spend in the property each year and whether or not there’s a maximum number of days you can rent it out –Actionable, tactical advice for improving your credit score before you buy Jessica was also featured on this episode of SHF: [EXPERT] How to Buy a House Apple Podcasts- https://podcasts.apple.com/us/podcast/expert-how-to-buy-a-house/id1849178409?i=1000774809997 Spotify- https://open.spotify.com/episode/1y5Bgc57iQWFKddPHySfJB YouTube- https://www.youtube.com/watch?v=JZRuM7vJ8ok 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 (mailto:Hello@BuyYourSecondHomeFirst.com) A Special Thank You To Our Sponsors: Lodgify: https://lodgify.com/?afmc=28y For a limited time, click the link and enter code SHF-60 for 60% off their Professional and Ultimate plans. *Expires September 8, 2026 Somerled: https://form.jotform.com/252193985491065?howDid=Referral&typeA19=Second%20Home%20First Use the link provided to schedule your free consultation call. Listeners of SHF also get $1,000 off virtual design & $3,000 off design & project management services. 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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  Episode #44

  Can a Vacation Home Actually Pay For Itself? (Spoiler Alert: YES!)

  Sep 1, 202624 min

  What if I told you that there’s a ski chalet in Vermont that looks like it was plucked straight out of a storybook currently for sale for less than $150,000!? That price sounds almost too good to be true, but the real question is - can it pay for itself!? I’m putting this real listing to test, and by the end of this episode, you’ll know exactly how I evaluate a vacation home before I even consider making an offer. Tune in to learn: –How to evaluate whether a vacation home can actually pay for itself before making an offer –How to do your due diligence around regulations, local competition, HOA restrictions, and property condition –How to analyze the numbers to determine how much this home would cost and equally, how much it could earn 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 (mailto:Hello@BuyYourSecondHomeFirst.com) A Special Thank You To Our Sponsors: Lodgify: https://lodgify.com/?afmc=28y For a limited time, click the link and enter code SHF-60 for 60% off their Professional and Ultimate plans. *Expires September 8, 2026 Somerled: https://form.jotform.com/252193985491065?howDid=Referral&typeA19=Second%20Home%20First Use the link provided to schedule your free consultation call. Listeners of SHF also get $1,000 off virtual design & $3,000 off design & project management services. 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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  Episode #42

  [REAL STORIES] This NYC Fashion Stylist Bought a Beach House in Maine Sight Unseen

  Aug 18, 202639 min

  What do you get when you cross a New York City-based fashion stylist with a vintage beach cottage in Maine? A fully booked rental calendar, that’s what. Today’s guest decided to keep his rent-controlled apartment in the West Village and bought a beach cottage, site unseen, 300 miles north. This week’s guest: Seppe Tirabassi is a fashion stylist based in New York City who’s also the contributing fashion editor for GQ. Seppe lives in a rent-controlled apartment in the West Village, and after seeing how much it would cost to buy an apartment in Brooklyn, he decided to change course and buy his ‘second home’ first in his native state of Maine. If the beginning of that story sounded a little familiar, that’s because Seppe’s partner, Paul Jebara, was also a guest of this podcast! Check out Paul’s episode: [REAL STORIES] Rent-Stabilized in the West Village. Vacation homeowner in Connecticut. Apple Podcasts - https://podcasts.apple.com/us/podcast/real-stories-rent-stabilized-in-the-west-village/id1849178409?i=1000752843325 Spotify - https://open.spotify.com/episode/0fBz7sExkLgPeosCd6alLR YouTube - https://youtu.be/UHZ3HSFroKE 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 (mailto: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. Somerled: https://form.jotform.com/252193985491065?howDid=Referral&typeA19=Second%20Home%20First Use the link provided to schedule your free consultation call. Listeners of SHF also get $1,000 off virtual design & $3,000 off design & project management services. 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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  Episode #41

  [EXPERT] What to Cook at a Vacation House with Bestselling Author Caroline Chambers

  Aug 11, 202638 min

  Vacation homes are where some of life's best memories are made, and the kitchen is often the center of that. On this episode, Caroline Chambers shares her favorite recipes for feeding a house full of family and friends, along with some practical tips for stocking a kitchen that both you and your paying guests will love. This Week’s Expert Guest: Caroline Chambers, New York Times bestselling author and Substack sensation, joins us to celebrate the release of her newest cookbook, What to Cook When You Don’t Feel Like Cooking: Make It Fast. Recently, Caro published a series on her Substack called “What to Cook at a Vacation House,” and the second I read it, I knew we had to have her on the show. Tune in to learn: -Why some of the most memorable moments on vacation happen around the dinner table -How to feed a crowd when you're cooking in an unfamiliar kitchen -The five spices every vacation home should stock -What every kitchen in an Airbnb or a Vrbo should have—from pantry staples to pots, pans and utensils -Her favorite crowd-pleasing recipes from her books that are perfect for feeding a house full of family and friends without getting stuck in the kitchen Caroline’s Newest Book- What to Cook When You Don’t Feel Like Cooking: Make It Fast - https://amzn.to/4fmYnJK Caroline’s What to Cook at a Vacation House series: 1- https://whattocook.substack.com/p/the-wtc-vacation-house-meal-plan 2- https://whattocook.substack.com/p/what-to-cook-at-a-vacation-house 3- https://whattocook.substack.com/p/what-to-cook-at-a-vacation-house-251 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 (mailto: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. Somerled: https://form.jotform.com/252193985491065?howDid=Referral&typeA19=Second%20Home%20First Use the link provided to schedule your free consultation call. Listeners of SHF also get $1,000 off virtual design & $3,000 off design & project management services. 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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