304: The Case For Buying a Second Home First with Katie Cline

Описание: Jonathan Greene welcomes back Katie Cline, a senior global PR and communications leader turned hospitality and short-term rental expert, to explore her evolving philosophy behind Second Home First. Katie shares the personal story that led her to buy a vacation home before a primary residence—and how that unconventional decision unlocked both financial flexibility and deeper family experiences.

They discuss why renting in high-cost cities can coexist with smart real estate investing, how short-term rentals can function like a hybrid between lifestyle asset and retirement strategy, and why mindset—not money—is often the biggest barrier holding people back. Katie also explains how designing properties around personal preferences creates stronger guest experiences, better reviews, and more resilient performance across markets.

The key takeaway: real estate doesn’t have to follow a single, traditional path. By aligning investments with lifestyle goals, hospitality values, and intentional design, investors can build assets that generate income today while still creating meaningful memories along the way.

In this episode, you will hear: What “Second Home First” really means—and why it challenges the traditional homeownership timeline

How short-term rentals can provide both lifestyle benefits and long-term financial security

Why renting a primary home can offer flexibility while still building wealth through real estate

The importance of designing properties around your own preferences and ideal guest avatar

How hospitality mindset and intentional design drive better bookings and guest experiences

Why breaking from conventional investing narratives can open up more creative opportunities

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Supporting Resources Connect with Katie:

Website: http://buyyoursecondhomefirst.com/

Youtube:    / @secondhomefirst  

Instagram:   / buyyoursecondhomefirst  

LinkedIn:   / second-home-first  

Episode 216: https://zenandtheartofrealestateinves...

Connect with Jonathan:

Website - www.streamlined.properties

YouTube -    / jonathangreenere  

Instagram - www.instagram.com/trustgreene

Instagram - www.instagram.com/streamlinedproperties

Zillow - www.zillow.com/profile/streamlinen​j

Bigger Pockets - www.biggerpockets.com/users/jonathangreene

Facebook - www.facebook.com/streamlinedproperties

Email - [email protected]

This episode was produced by Outlier Audio.