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Second Home First

Second Home First
Second Home First
Short-Term Rentals
New York City
Brooklyn
Airbnb
Real Estate Investing
Short-Term Rental
Vacation Homes
Interior Design
Dover Plains
Hudson Valley
Dynamic Pricing
Pricelabs
Arizona
Real Estate Agents
Denver, United States
Hamptons
Lodgify
Turno
Minoan

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 th... more

PublishesWeeklyEpisodes24Founded5 months ago
Number of ListenersCategories
How ToEntrepreneurshipBusinessEducation

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Artwork for Second Home First

Latest Episodes

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 the partnership to protect bot... more

YouTube

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 primary home into a short-term re... more

YouTube

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 decisions today. And how rethin... more

YouTube

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 a property’s income potential,... more

YouTube

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Recent Guests

Natalie Palmer
Host of the No Vacancy Podcast, seasoned short-term rental operator, co-host, and capital fundraiser
No Vacancy Podcast
Episode: [EXPERT] How to Buy a Vacation Home with Family or Friends
Taylor Smith
Guest sharing how he turned his Denver primary home into a rental while abroad
Turno
Episode: [REAL STORIES] He Turned His Home Into a Rental That Paid Him While Abroad
Lindsay Fricks
Top Arizona realtor, coach and mentor for real estate agents
Arizona real estate
Episode: [EXPERT] Top 1% Realtor on the Money Mistake Keeping you Stuck (and What to Do Instead)
Ruth Pferdehirt
Actress living in New York City
Independent artist/actress
Episode: [REAL STORIES] Should this NYC Actress Buy a House in the Catskills? We Did the Math.
Richie Khandelwal
Co-founder of PriceLabs
PriceLabs
Episode: [EXPERT] How Much Should Guests Pay to Rent Your Vacation Home?
Paul Jebara
Travel journalist based in New York City who writes about architecture and design
Freelance travel journalist
Episode: [REAL STORIES] Rent-Stabilized in the West Village. Vacation homeowner in Connecticut.
Shaun Shirazian
CEO of Lodgify, a short-term rental software
Lodgify
Episode: [EXPERT] The Side Hustle That Comes With Free Vacations
Blythe Graham-Jones
Real estate investor living in the Hamptons, owner who bought her second home first
Self-employed real estate and renovations professional
Episode: [REAL STORIES] The Decision That Gave Her More Freedom Than a ‘Forever Home’ Ever Could
Jonathan Greene
Real estate agent, investor, host of the Zen and the Art of Real Estate Investing podcast
Real estate agent and investor
Episode: [EXPERT] This Real Estate Agent Says the “Forever Home” is a Myth

Host

Katie Cline
Host and lead on Second Home First, focusing on practical pathways to owning a vacation home first and monetizing it as a rental.

Reviews

5.0 out of 5 stars from 26 ratings
  • Inspiring and practical

    Great advice on how to get round the eye watering finances involved in getting onto the housing ladder.

    Apple Podcasts
    5
    Anchor Anne
    United Kingdom5 months ago
  • Real Advice for Building the Life (and Home) You Actually Want

    Second Home First is the perfect blend of inspiration and practical advice. Katie shares real, actionable tips on second-home ownership, and creating a more intentional lifestyle — delivered with valuable insights and authenticity. Every episode leaves you feeling both motivated and equipped to make your own home ownership dreams feel doable.

    Apple Podcasts
    5
    kelbel1103
    United States5 months ago
  • Excited!

    I’m excited to hear all about your homes.

    Apple Podcasts
    5
    Oma Cline
    United States5 months ago
  • Can’t wait!

    I can’t wait to dive into the world of STL. Haven’t no clue where to start, I think this show will really help guide me!

    Apple Podcasts
    5
    Nishpop
    United States5 months ago
  • Brilliant! Second Home First is super informative and clever

    Katie’s approach to homeownership is unique and oh so brilliant. I never would’ve thought of this myself but it’s honestly really a smart investing tool long term. Whether you’re just dabbling in real estate, truly invested, or simply want to learn more this pod is for you.

    Apple Podcasts
    5
    Dinah S. A.
    United States5 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Guests are described as credible and informative, bringing diverse angles on real estate and design.
The host combines personal experience with practical tools and sponsor-backed resources.
Listeners appreciate actionable, real-world guidance on financing and managing vacation rentals.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#131
United States/Education/How To
Apple Podcasts
#93
United Kingdom/Education/How To
Apple Podcasts
#167
Canada/Education/How To
Apple Podcasts
#65
Italy/Education/How To
Apple Podcasts
#97
India/Education/How To
Apple Podcasts
#128
Belgium/Education/How To

Talking Points

Recent interactions between the hosts and their guests.

[REAL STORIES] Her Brooklyn Down Payment Bought a Second Home—In Cash
Q: What final piece of advice would you give to someone considering this strategy?
If the numbers work and you're passionate about the place, pursue it because the heart and practicality can align to make the second-home-first strategy successful.
[REAL STORIES] Her Brooklyn Down Payment Bought a Second Home—In Cash
Q: What was your reaction to the price differences between Brooklyn and Dover Plains?
The Brooklyn dream of a large, expensive home was replaced by Dover Plains' affordably priced properties, which allowed for a move without heavy mortgage stress.
[REAL STORIES] Her Brooklyn Down Payment Bought a Second Home—In Cash
Q: What convinced you to test a potential second home by staying there before purchasing?
Staying in the house as an Airbnb before buying gave them a tangible sense of daily life, confirming it could work as a home and as a short-term rental.
[REAL STORIES] Her Brooklyn Down Payment Bought a Second Home—In Cash
Q: Where were you living when you decided to buy your second home first?
They were living in Brooklyn, in Greenpoint, with plans to buy a place that would eventually suit their family, but the Brooklyn price tag led them to Dover Plains for affordability and lifestyle.
[EXPERT] Are You a “Real” Adult if You Don’t Own a Home?
Q: Do you see younger generations being more open to the risks of real estate, like unconventional financing or turning a home into a short-term rental?
Yes, younger generations seem more open to experimentation, leveraging technology, and considering mixed-use ownership—living in one place while renting out another, or using short-term rentals to offset costs and build equity as the traditional long-term home ownership path evolves.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
Interests
Professions
Age Range
Household Income
Social Media Reach

Frequently Asked Questions About Second Home First

What is Second Home First about and what kind of topics does it cover?

This show centers on buying a vacation home first, then turning it into a revenue-generating short-term rental. Host Katie Cline guides listeners through practical, finance-forward paths to ownership, featuring real-world stories, expert interviews, and actionable strategies for financing, partnerships, pricing, design, and management. Episodes emphasize intelligent leverage, regional market nuances, and the role of technology and services that simplify owning multiple vacation properties. A standout angle is the “second home first” approach—often contrasted with traditional primary-home purchases—and the recurring focus on community, design trends, and actionable playbooks for turning properties into cash-flowing assets while preserving li... more

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How many listeners does Second Home First get?

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Which podcasts are similar to Second Home First?

These podcasts share a similar audience with Second Home First:

1. Thanks For Visiting
2. BigDeal
3. The Short Term Show
4. Suite Success: Masters of Hospitality
5. The Mel Robbins Podcast

How many episodes of Second Home First are there?

Second Home First launched 5 months ago and published 24 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Second Home First?

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What guests have appeared on Second Home First?

Recent guests on Second Home First include:

1. Natalie Palmer
2. Taylor Smith
3. Lindsay Fricks
4. Ruth Pferdehirt
5. Richie Khandelwal
6. Paul Jebara
7. Shaun Shirazian
8. Blythe Graham-Jones

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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