Second Home First

Second Home First

Second Home First

4.9from 59 ratings

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50
Episodes
21
Transcribed
59
Ratings
Daily
Cadence
2025
First episode

About Second Home First

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.

Publisher
Second Home First
Category
business · business · education
Language
en
Explicit
No
First episode
28 Oct 2025
Latest episode
6 Oct 2026

Latest episodes

21 of 50 episodes have a transcript.

  1. 6 Oct 2026TRANSCRIPT

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

  2. 29 Sept 2026TRANSCRIPT

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

  3. 22 Sept 2026TRANSCRIPT

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

Inside a recent episode

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

Published 6 Oct 2026 · Transcript excerpt

[…] Plenty. There were a lot. Talking before the show, there's really no tried and true blueprint for this, for buying a property in Italy, in particular for running a short-term rental business in Italy. And I, in a lot of ways, felt like I was starting from scratch and obligating the best way to set up, you know, both the house and the... I ended up, just to back up a second, I ended up incorporating an SRL, which is a U.S. equivalent of, or Italian equivalent of a U.S. LLC. And setting that up was, you know, involved... talking to a lot of different people, getting advice from a lot of different people, both in Italy and the US, different accountants, different, you know, attorneys, and ultimately ended up setting it up as an SRL, but it took a lot of effort to, you know, get the information that I needed. […]

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Who has been a guest on Second Home First

Names identified in recent episode analyses. Showing up to five guests.

  • Claire Stephens
  • Heather Senison
  • Rose Tipka
  • David Bigler
  • Jillian O’Neill

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)
5.0 / 5
28 ratings
Spotify
4.7 / 5
31 ratings

Contact Second Home First

Guest appearances
Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.

Questions about Second Home First

How often do new episodes come out?

The show publishes daily, based on its RSS feed.

Does Second Home First take guests?

Yes. Guests have been identified in episode analyses.

Where can I read transcripts?

21 of 50 episodes have a transcript on Pod Engine. Full transcripts are available with a Pod Engine plan.

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