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Real Estate Investing for Cash Flow with Kevin Bupp

Private Air Travel Is Coming: But the “Smart” Investing Play Is on the Ground | Ep. 987

Real Estate Investing for Cash Flow with Kevin Bupp

Kevin Bupp

Business, Education, Investing

4.8679 Ratings

🗓️ 11 May 2026

⏱️ 38 minutes

🧾️ Download transcript

Summary

When new technology emerges, the biggest winners aren’t the headline watchers or the reluctant investors. Rather, it’s those who already control the infrastructure when that technology becomes mainstream who profit most. The next major infrastructure wave? Advanced air mobility. It’s not a matter of if, but when private aircraft become the next popular mode of travel in the United States, and Lisa Wright, founder of Landings, will be waiting at the runway when it arrives. With decades of experience as a commercial real estate architect, Lisa is asking the question most people aren’t thinking of just yet: where will these aircraft actually land? As an early adopter, Lisa’s company is currently in a race to develop over 2,000 vertiport sites over the next five years. With little more than angel investments and bootstrapping, her team has already secured two-year land lease options throughout many rural communities where these amenities are likely to appear. In today’s conversation, Lisa shares the strategy that has helped her stay fluid without major capital raises, her long-term vision for building out a coast-to-coast vertiport network, and the revenue-share model that gives landowners an almost irresistible investing opportunity. Insights from today’s episode: Lisa’s five-year plan for developing a 2,000-site vertiport network How early adopters of advanced air mobility stand to profit in the years ahead Why private aviation is poised to become the new frontier of transportation The revenue-share model that gives rural landowners unique investing opportunities Creating multiple revenue streams with low-cost, low-maintenance landing sites — Connect with Lisa on LinkedIn   Landings Recommended Resources: Accredited Investors, you’re invited to Join the Cash Flow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club! If you’re a high-net-worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team.  Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com.  Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast. 00:00 The Spark for Landings 00:50 Intro 02:23 Why Private Aviation? 07:36 eVTOL Is Already Here 12:21 "Viable" Vertiport Sites 19:15 Costs & Revenue Share 25:19 How Does It Make Money? 27:09 Lisa's 5-Year Plan 30:58 Funding Vertiport Development 33:54 Connect with Lisa!

Transcript

Click on a timestamp to play from that location

0:00.0

I happened to have taken a private jet flight, which is the only one I've taken in my life.

0:04.6

And I said to the person who had chartered the aircraft, thank you. This is amazing.

0:09.8

It'll never happen again. I'm an architect. We don't get to fly private jets.

0:14.3

And he said, no, there's these electric aircraft coming out. And their capabilities to land in places where we don't land right now

0:21.6

is going to change aviation. And that was eight years ago. You know, about a year and a half ago,

0:26.9

I noticed that three of the major U.S. manufacturers were getting close to certification and thought,

0:34.5

well, where are they going to land all these? Turns out they don't have places to land right now.

0:38.7

They're looking at locations in urban cities, but it's one or two locations. And that just sparked

0:45.0

the idea that, you know, I'm going to build the network for these aircraft to land in charge.

0:49.6

Most investors never get the chance to participate in the very early stages of a new infrastructure

0:53.7

wave. By the time the opportunity becomes obvious, the very early stages of a new infrastructure wave.

0:57.9

By the time the opportunity becomes obvious, the most valuable positions are already taken.

1:00.0

History shows the same pattern over and over again.

1:05.7

The people who build the largest fortunes in these moments usually aren't the ones operating the vehicles or the technology.

1:09.8

They're the ones who control the infrastructure locations before the demand actually arrives.

1:11.7

We've seen this play out across multiple industries. You've got the railroads. You control the landing and the terminals win. The cell towers,

1:16.6

who controlled the ground leases one. Fiber networks, the conduit routes, right? All kind of similar

1:21.7

comparisons there. Control the right locations early and those assets can compound value for decades.

1:28.8

Today's guest, Lisa Wright,

1:33.1

founder of Landings, believes that we may be approaching another one of those moments. Welcome to the Real Estate Investing for Cashlow podcast. I'm Kevin Bopp, and I'm here to help you build long-term

1:37.2

wealth and cash flow through commercial real estate investing. As a veteran commercial real estate

1:40.8

architect who spent years navigating entitlements, zoning, and development constraints, Lisa Wright began asking a very different question.

...

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