Podcast Episodes

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

Episode 19

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 — charg…

6 months, 3 weeks ago

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

Episode 18

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. …

7 months ago

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[EXPERT] The Side Hustle That Comes With Free Vacations

Episode 17

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 t…

7 months, 1 week ago

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

Episode 16

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 …

7 months, 2 weeks ago

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[EXPERT] This Real Estate Agent Says the “Forever Home” is a Myth

Episode 15

What if 99% of real estate agents are the WRONG agent for you? This week, our expert guest is exposing why that is—and what to look for in order to a…

7 months, 3 weeks ago

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[REAL STORIES] Her Brooklyn Down Payment Bought a Second Home—In Cash

Episode 14

Imagine realizing that the down payment you’ve been saving to buy a primary home in Brooklyn would be enough money to buy your second home entirely i…

8 months ago

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How I Renovated and Furnished an Entire Vacation Home in 7 Days, While 2 Months Postpartum

Episode 13

What if I told you that setting up your dream vacation home didn’t have to take months?

In this episode of Second Home First, host Katie Cline breaks …

8 months, 1 week ago

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[EXPERT] Are You a “Real” Adult if You Don’t Own a Home?

Episode 12

Are you a “real” adult if you don’t own your primary home? Today’s expert guest, a generational researcher, explains how that definition of true adul…

8 months, 2 weeks ago

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[REAL STORIES] How Two Vacation Homes Replaced a Six-Figure Salary

Episode 11

Imagine discovering that the thing that would unlock more freedom and flexibility for your family wasn’t scaling your business… but owning a vacation…

8 months, 3 weeks ago

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[EXPERT] 2026 Predictions: The Top Three Interior Design Trends to Watch

Episode 10

Are you dreaming of owning a vacation home that looks like it was pulled straight from the pages of Arch Digest? Today’s expert episode breaks down e…

9 months ago

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