Podcast Episodes

[ABROAD] This Chicago Lawyer Bought a Farmhouse… in Italy

Episode 49

Second Home First is going international! This episode kicks off our brand-new Second Home First Abroad series with a trip to Italy, where a Chicago …

1 day, 5 hours ago

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[EXPERT] Is the Starter Home Dead? A New York Times Real Estate Journalist Weighs In

Episode 48

The housing market is constantly making headlines, whether it’s rising home prices, high interest rates, or a shortage of homes for sale. But today, …

1 week, 1 day ago

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[EXPERT] The Good Ol’ Days Are Happening Right Now

Episode 47

After her husband was involved in a serious car accident while on his way to a work conference, today’s expert guest began to reevaluate everything. …

2 weeks, 1 day ago

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

Episode 46

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 t…

3 weeks, 1 day ago

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

Episode 45

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 ex…

4 weeks, 1 day ago

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

Episode 44

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 $…

1 month ago

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[EXPERT] The Secret to Getting Instagram-Worthy Photos and Videos of Your Vacation Home

Episode 43

 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 sc…

1 month, 1 week ago

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

Episode 42

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 wh…

1 month, 2 weeks ago

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

Episode 41

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 share…

1 month, 3 weeks ago

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[EXPERT] Vacation Home Design Secrets that Make You More Money

Episode 40

Most vacation homeowners think great design is about picking pretty furniture. But today’s expert guest says it’s actually all about psychology. And …

2 months ago

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