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Second Home First

Second Home First

著者： 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 マネジメント・リーダーシップ リーダーシップ 個人ファイナンス 経済学
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  • [REAL STORIES] She Lives in Manhattan… but Bought a Beach Condo for Half the Price

    [REAL STORIES] She Lives in Manhattan… but Bought a Beach Condo for Half the Price
    2025/12/16
    What would you do if the only way to afford a home in your city meant compromising on almost everything you wanted — and spending close to a million dollars to get it? On this Real Stories episode, you’ll meet Leanne, who realized that buying in New York City meant giving up too much… and instead chose to buy her second home first on Hilton Head Island for half the price. In this conversation, Leanne shares why working with a local real estate agent became a game-changer, how hiring a management company turned into an essential part of her success, and the one simple question her realtor asked that completely shifted her buying strategy. Tune in to learn: -The question her Hilton Head realtor asked her that changed everything -Why buying a vacation home made more financial sense than buying in Manhattan -What she learned about closing costs, timelines and out-of-state ownership -Why hiring a local management company became a key to her success -How she balances personal use vs. maximizing revenue -Her advice for anyone scared to take the leap — especially doing it alone Key links: –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 Use code SHF20 for an ADDITIONAL (!) 20% 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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  • Is Renting Your Dream Vacation Home… Illegal?

    Is Renting Your Dream Vacation Home… Illegal?
    2025/12/09
    If you’re dreaming of owning a vacation home that pays for itself, there’s one thing you simply can’t ignore: regulations. On today’s episode, we’re diving into this crucial (and often overlooked) step of the buying process. I’ll walk you through exactly how to find out if a property can be legally rented, what existing rules mean for your purchase, and how to track the trends and community attitudes that shape the regulations of tomorrow. Tune in to learn: -How to figure out who’s actually in charge -The easiest way to check short-term rental regulations -How to gauge community sentiment and spot red flags before you buy -What permits you might need—and what’s required to get approved Key links: –Download the Due Diligence Worksheet: https://www.buyyoursecondhomefirst.com/the-red-tape/due-diligence-worksheet –Download the Due Diligence Checklist: https://www.buyyoursecondhomefirst.com/the-red-tape/due-diligence-checklist –US Census Bureau's Geocoder website (choose “Stateside Parsed Address Processing” under “Find Geographies”): https://geocoding.geo.census.gov/geocoder/geographies/address?form –Is Renting Your Vacation Home Even Legal? on Substack: https://secondhomefirst.substack.com/p/is-renting-your-vacation-home-even –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 *Extended until December 12, 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 Keywords: short-term rental regulations, STR regulations, short term rental regulations, Airbnb regulations, rules, permits
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  • [EXPERT] No Money? No Problem: Buy Your Second Home With Your 401(k)

    [EXPERT] No Money? No Problem: Buy Your Second Home With Your 401(k)
    2025/12/02
    What if the money you’ve been saving for retirement could actually help you buy your dream vacation home now… without paying a single penalty? Today’s expert episode unlocks a little-known strategy that could completely shift your mindset around affordability—and show you that your down payment may already be within reach. This Week’s Expert: Olivia Tati, founder of Wanderlust Wealth Academy and real estate investor extraordinaire, is breaking down how she used her 401(k) to buy her first investment property. She demystifies the risks and rewards, explains the step-by-step process, and shows how borrowing against your retirement savings can help you take your second home leap. Tune in to learn: -How a 401(k) loan works and why it’s different from cashing out (no penalties, no taxes, interest goes back to you!) -The exact steps Olivia took to buy her first investment property with her retirement funds -How to evaluate if this strategy makes sense for your own second home goals -Tips for navigating lenders, providers, and maximizing your investment Key links: –Olivia’s 401(k) loan Substack post: https://substack.com/home/post/p-172426546 –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 –Contact Olivia: @TheOliviaTati and OliviaTati.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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