Second Home First cover art

Second Home First

Second Home First

Written by: Second Home First
Listen for free

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] Think You Can’t Afford a Vacation Home?

    [EXPERT] Think You Can’t Afford a Vacation Home?
    Sep 8 2026
    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
    Show More Show Less
    35 mins
  • Can This Vacation Home Pay For Itself? (Spoiler Alert: YES!)

    Can This Vacation Home Pay For Itself? (Spoiler Alert: YES!)
    Sep 1 2026
    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
    Show More Show Less
    24 mins
  • [EXPERT] The Secret to Getting Instagram-Worthy Photos and Videos of Your Vacation Home

    [EXPERT] The Secret to Getting Instagram-Worthy Photos and Videos of Your Vacation Home
    Aug 25 2026
    If you want your vacation home to pay for itself, you need to get people excited to actually book it. And one of the best ways to do that is with scroll-stopping photos and videos. Today's expert guest is breaking down how working with content creators can help bring your property to life, including where to find them, how to work with them, and what you need to know to make a partnership successful. This week’s expert guest: Jamie Kraus is the founder and CEO of Postaway, the premier hospitality platform designed to bring creators and hosts together for collaboration and community. Bringing nearly a decade of hosting experience across her five properties alongside her background as a photographer and creator, Jamie leverages her unique perspective from both sides of the industry to help hosts choose the right partners, structure partnerships, and showcase their properties to drive guest interest. Tune in to learn: -How to work with creators to commission photos and videos to market your property and attract more paying guests -The inside scoop on what makes a great creator partnership -The green and red flags to look out for when working with creators -How to make sure a collaboration actually delivers value for your property Key links: –Postaway - https://www.postaway.com/ Use code KATIE50 for 50% off. –Postaway Hospitality Summit - https://www.postaway.com/hospitality-summit September 27 - 29, 2026 in Breckenridge, CO Use code KATIE15 for 15% off a ticket to attend. –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 Discount: 60% off Professional and Ultimate plans (Yearly and Bi-Yearly) Valid: August 25th – September 8th 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
    Show More Show Less
    37 mins
adbl_web_anon_alc_button_suppression_t1
No reviews yet