Second Home First

By Second Home First

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Episodes: 28

Description

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.

Episode Date
When Your Vacation Home Becomes a TV Star
May 05, 2026
[EXPERT] Can Buying a Vacation Home Make Your W2 Optional?
Apr 28, 2026
Which is the Bigger Risk: Failing or Not Trying?
Apr 21, 2026
You Don't Need to Be Rich: The Real Numbers Behind Our Vacation Homes
Apr 14, 2026
[EXPERT] How to Buy a Vacation Home with Family or Friends
Apr 07, 2026
[REAL STORIES] He Turned His Home Into a Rental That Paid Him While Abroad
Mar 31, 2026
[EXPERT] Top 1% Realtor on the Money Mistake Keeping you Stuck (and What to Do Instead)
Mar 24, 2026
[REAL STORIES] Should this NYC Actress Buy a House in the Catskills? We Did the Math.
Mar 17, 2026
[EXPERT] How Much Should Guests Pay to Rent Your Vacation Home?
Mar 10, 2026
[REAL STORIES] Rent-Stabilized in the West Village. Vacation homeowner in Connecticut.
Mar 03, 2026
[EXPERT] The Side Hustle That Comes With Free Vacations
Feb 24, 2026
[REAL STORIES] The Decision That Gave Her More Freedom Than a ‘Forever Home’ Ever Could
Feb 17, 2026
[EXPERT] This Real Estate Agent Says the “Forever Home” is a Myth
Feb 10, 2026
[REAL STORIES] Her Brooklyn Down Payment Bought a Second Home—In Cash
Feb 03, 2026
How I Renovated and Furnished an Entire Vacation Home in 7 Days, While 2 Months Postpartum
Jan 27, 2026
[EXPERT] Are You a “Real” Adult if You Don’t Own a Home?
Jan 20, 2026
[REAL STORIES] How Two Vacation Homes Replaced a Six-Figure Salary
Jan 13, 2026
[EXPERT] 2026 Predictions: The Top Three Interior Design Trends to Watch
Jan 06, 2026
Five Resolutions to Make 2026 the Year You Buy a Vacation Home (That Pays for Itself!)
Dec 30, 2025
[EXPERT] The Real Reason You Need a Vacation Home (Hint: It’s Not What You Think)
Dec 23, 2025
[REAL STORIES] She Lives in Manhattan… but Bought a Beach Condo for Half the Price
Dec 16, 2025
Is Renting Your Dream Vacation Home… Illegal?
Dec 09, 2025
[EXPERT] No Money? No Problem: Buy Your Second Home With Your 401(k)
Dec 02, 2025
Designing Your Dream Vacation Home: The Post-It Note Method That Works
Nov 25, 2025
WHERE Should You Buy a Vacation Home? A Step-By-Step Guide.
Nov 18, 2025
The 3 Types of Vacation Home Owners—Which Are You & Why Does it Matter?
Nov 11, 2025
Should YOU Buy Your Second Home First?
Nov 04, 2025
Trailer: Welcome to Second Home First
Oct 28, 2025