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Second Home First Second Home First Second Home First Action Academy | Millionaire Mentorship For Your Life & Business Action Academy | Millionaire Mentorship For Your Life & Business Brian Luebben Religion Economics Politics Religion Economics Politics Morris Jackson Before You Buy or Sell a Business Before You Buy or Sell a Business Jared W. Johnson Angry Mortgage Angry Mortgage Ron Butler Selling on Giants: The eCommerce Marketplace Podcast Selling on Giants: The eCommerce Marketplace Podcast Selling on Giants: The eCommerce Marketplace Show Financial Modeler's Corner Financial Modeler's Corner Paul Barnhurst AKA The FP&A Guy Uranium Spotlight: Nuclear's Resurgence in a Clean Energy World Uranium Spotlight: Nuclear's Resurgence in a Clean Energy World Chris Frostad The CMO Whisperer The CMO Whisperer Steve Olenski Discover Fresh Perspectives Discover Fresh Perspectives David Insightful Investor Insightful Investor Alex Shahidi TALK MIDLAND w/ Logan Richetti TALK MIDLAND w/ Logan Richetti TALK MIDLAND The Flower Files: The Wildly Native Podcast The Flower Files: The Wildly Native Podcast Liza Goetz Fresh Oil Podcast with Keith Manley Fresh Oil Podcast with Keith Manley Keith Manley Mind Your Wedding Business Podcast Mind Your Wedding Business Podcast Kevin Dennis The Hair Hustle Podcast The Hair Hustle Podcast Heather Podlesney Marketing Therapy Marketing Therapy Anna Walker The NonProfit Nook The NonProfit Nook Wendy Kidd Flipping Furniture for Profit Flipping Furniture for Profit Val Frania The Breadwinners Podcast The Breadwinners Podcast Alexis Contos To The Point - Home Services VIP Room Podcast To The Point - Home Services VIP Room Podcast RYNO Strategic Solutions First of the Family | Top Money, Real Estate and Investing Podcast for Generational Wealth Builders First of the Family | Top Money, Real Estate and Investing Podcast for Generational Wealth Builders The Kitti Sisters Märkte kompakt. Vermögen. Regional. Vertrauen. Märkte kompakt. Vermögen. Regional. Vertrauen. VR PrivateBanking im Haus der Volksbank Westmünsterland eG Abraham Hicks’s Podcast Abraham Hicks’s Podcast Abraham Hicks CFO Podcast CFO Podcast Peter De Roeck Affaires de business Affaires de business Choses à Savoir Abraham Hicks Abraham Hicks Abraham Hicks TechSurge: Deep Tech Podcast TechSurge: Deep Tech Podcast Celesta Capital | Deep Tech Venture Capital Firm The Federal Drive with Terry Gerton The Federal Drive with Terry Gerton Federal News Network | Hubbard Radio The Neon Show The Neon Show Siddhartha Ahluwalia The Long and The Short Of It The Long and The Short Of It Peter Shepherd & Jen Waldman The 9Innings Podcast The 9Innings Podcast Kevin Thompson, RICP®, CFP® Payments Brief: FinTech, Banking & Payments News Payments Brief: FinTech, Banking & Payments News Payments Brief Team Alex Becker Channel Alex Becker Channel Alex Becker Channel Hidden Money Podcast Hidden Money Podcast Mike Pine and Kevin Schneider Sei doch nicht besteuert! Sei doch nicht besteuert! Fabian Walter & Christian Gebert AI Fire Daily AI Fire Daily AIFire.co
Second Home First

Business

Second Home First

Second Home First

[EXPERT] How to Buy a House

June 30, 2026 2:00am 1:32

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, ins...

[REAL STORIES] “Is this it?” Her Life Felt Like Groundhog Day Until She Bought a Cabin in Tahoe

June 23, 2026 2:00am 39 min

After years of hustling, climbing, achieving, and building, many of us are looking around at our lives and thinking: is this really it? Our guest today felt exactly that, and she shares how buying her second home first i...

The Abandoned Irish Farmhouse My Mother Inherited… And Why It Went Viral

June 16, 2026 2:00am 30 min

What happens when a forgotten property becomes the beginning of something much bigger?In this deeply personal episode, host Katie Cline shares the story behind the abandoned Irish farmhouse her mother inherited—a home he...

[EXPERT] How to Own a Vacation Home That Makes Money Without Becoming a Landlord

June 09, 2026 2:00am 33 min

Want to own a vacation home that pays for itself but don’t want to become a landlord? Today’s expert episode introduces us to the world of co-hosts — property managers who let you avoid those dreaded middle of the night ...

[REAL STORIES] Why Being “Debt-Free” Might Be Keeping You Poor

June 02, 2026 2:00am 47 min

If I told you someone was $1.7 million dollars in debt, you’d probably think: that sounds really bad. But today’s guest is all about leverage — using debt strategically to generate income, build equity, and create option...

[EXPERT] The Kid-Friendly Details Every Vacation Home Needs

May 26, 2026 2:00am 28 min

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 y...

[REAL STORIES] This NYC Teacher Stopped Waiting for “Someday” and Bought a Cottage in the Poconos

May 19, 2026 2:00am 47 min

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 fam...

[REAL STORIES] She Escaped Texas Summers by Buying a House in Maine

May 12, 2026 2:00am 43 min

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 l...

When Your Vacation Home Becomes a TV Star

May 05, 2026 2:00am 20 min

On this episode of Second Home First, I’m taking you behind the scenes of something I never could have predicted: my very first vacation home, Trout Landing, being featured on an Emmy Award-winning TV show!But this episo...

[EXPERT] Can Buying a Vacation Home Make Your W2 Optional?

April 28, 2026 2:00am 52 min

When COVID hit, I made three budgets: what would happen if I lost my job, what would happen if my husband lost his job, and what would happen if we both did. It was the first time I really understood how fragile a single...

Which is the Bigger Risk: Failing or Not Trying?

April 21, 2026 2:00am 20 min

What if I told you that the difference between the people who build the life they want and the people who just think about it isn’t timing, money, or even confidence. It’s their willingness to take a risk before they fee...

You Don't Need to Be Rich: The Real Numbers Behind Our Vacation Homes

April 14, 2026 2:00am 24 min

What if I told you that you don’t need to be rich to buy a second home? And that actually, buying that very home could be the thing that MAKES you rich!?On this episode, I’m pulling back the curtain on the real numbers b...

[EXPERT] How to Buy a Vacation Home with Family or Friends

April 07, 2026 2:00am 31 min

What if the fastest way to afford your dream vacation home was to buy it with someone else? On this week’s expert episode, we’re unpacking exactly how to buy your second home with family or friends, and how to structure ...

[REAL STORIES] He Turned His Home Into a Rental That Paid Him While Abroad

March 31, 2026 2:00am 43 min

What if your primary home didn’t tie you down but actually gave you the freedom to leave? Today’s guest didn’t buy his second home first, but when an unexpected job opportunity took him to Buenos Aires, he turned his pri...

[EXPERT] Top 1% Realtor on the Money Mistake Keeping you Stuck (and What to Do Instead)

March 24, 2026 2:00am 48 min

Do you ever feel like you’re doing everything right but still not getting ahead? Today’s expert guest, a top 1% realtor, is breaking down how the beliefs around homeownership we learned growing up are still driving our d...

[REAL STORIES] Should this NYC Actress Buy a House in the Catskills? We Did the Math.

March 17, 2026 2:00am 45 min

On this episode, we’re doing something we’ve never done before: we’re vetting a real Zillow listing to see if it could make a good vacation home investment. Join us as we walk through the exact process I use to evaluate ...

[EXPERT] How Much Should Guests Pay to Rent Your Vacation Home?

March 10, 2026 2:00am 31 min

If you like the idea of owning a vacation home that pays for itself, it’s crucial to get your pricing right. Charge too much and no one books — charge too little and you’re leaving money on the table. This week’s expert ...

[REAL STORIES] Rent-Stabilized in the West Village. Vacation homeowner in Connecticut.

March 03, 2026 2:00am 40 min

If you’re a self-employed freelancer and think getting a mortgage, especially on a second home, just isn’t possible, this week’s episode is for you. Our guest, a New York City–based travel journalist, didn’t want to give...

[EXPERT] The Side Hustle That Comes With Free Vacations

February 24, 2026 2:00am 28 min

Owning a vacation home that pays for itself doesn’t have to mean handing over control—or handing over your profits. This week’s episode reveals how technology has made self-managing your vacation home as a short-term ren...

[REAL STORIES] The Decision That Gave Her More Freedom Than a ‘Forever Home’ Ever Could

February 17, 2026 2:00am 27 min

What if buying your second home first was the key to more freedom, flexibility, and options than you ever thought possible? That’s what happened for this week’s guest, whose decision to skip buying a primary home in Broo...

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