A Panel Discussion on the Future of Short-Term Rental Investing with Wander, Techvestor, and Arrived

Oct 10, 2023

Guest

John Andrew Entwistle

Guest

Cameron Wu

Guest

Sief Khafagi

"Behind the Stays" features a panel discussion on short-term rental investing with John Andrew Entwistle (Wander), Sief Khafagi (Techvestor), and Cameron Wu (Arrived). Topics include different investment strategies, the future of real estate, accessible investing, expansion plans, challenges in the industry, and potential exit strategies. Learn about the evolution of the industry and the future of travel and vacation rental investing.

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Introduction

00:00 • 4min

Introduction to Short-Term Rental Investment

04:29 • 10min

Discussion on Accessible Short-Term Rental Investing and Portfolio Structures

14:48 • 5min

From Rental Arbitrage to Luxury Short-Term Rentals

19:25 • 4min

Expanding Business and Building Companies

23:23 • 4min

Comparing Vacation Rental Investment Models and Discussing Market Opportunities

27:46 • 2min

Factors Driving Consumer and Investor Behavior in Short-Term Rental Investing

29:43 • 4min

Challenges in the Relationship Between Property Managers and Owners in the Short-Term Rental Industry

34:12 • 18min

The Growth of Wanderer and the Challenges of Running a Startup in the Short-Term Rental Industry

51:54 • 9min

Approach to Short-Term Rental Investing

01:00:58 • 7min

Aspirations for an IPO and Sponsor Ad

01:07:48 • 2min

Meet John Andrew Entwistle, Founder and CEO of Wander, Sief Khafagi, Co-Founder and CEO of Techvestor, and Cameron Wu, VP of Investments at Arrived.

I invited these incredible gentlemen onto the podcast for a panel discussion on the future of fundraising, portfolio building, and passive investing in short-term rentals.

I’ve been curious, as I’m sure many of you all have been, how these short-term rental funds, REITs, and other forms of fractional ownership of vacation rentals businesses are panning out, and thought I’d bring some of the finest folks in the arena to share their stories and insight with you all.

In this vibrant chat you’ll learn:

How these business overlap and how they are distinct
How the strategies for each business have evolved given the changes we’ve seen in macro economic environments over the past year
Why today’s consumers are ready for altgernative forms of real estate investment
What exit strategies for each of these companies might look like
And loads more

Moderating discussions with such incredible people is always so hard — and while we didn’t get to half of the questions I had hoped to because of time, I believe there’s so much value to be garnered from this discussion around how the industry as a whole is evolving and what these entrepreneurs believe the future of travel, hospitality, and vacation rental investing, just might look like.

Learn more about Wander

Learn more about Techvestor

Learn more about Arrived

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Like this episode? Here are a few others you'll love:

How to Build a Portfolio of 100 Single-Family Airbnbs and Transform Them into Unique Experiences

How to Build a Franchise-Worthy Hospitality Brand — The Story of Casiola

How AI Will Enable Hospitality Entrepreneurs to Scale Their Brands (and Portfolios)

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About the Show

Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.

You can subscribe, for free, at www.sponstayneous.com.

Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.