“Mama Cathie” Bought $23 Million of a Stock That’s Up 1% Over The Last 5 Years… What Am I Missing?

Normally, when a nine or ten-figure fund buys a million bucks worth of Apple, it’s barely worth a group text… let alone a headline (as my dad would say, “whoop-dee-doo”). But this one? We had to cover it. Because Cathie Wood just dropped $23.7 million on a stock that’s… wait for it… up 1% since its IPO five years ago. Not a joke. That’s Airbnb’s grand return from day one to today. One. Single. Percent. Basically the kind of performance you get when you buy an index fund… and then accidentally hit “Sell” the next day.

Mama Cathie

And look, as much as I love roasting “Mama Cathie,” every now and then I have to put the jokes aside (okay, maybe just some of them) and ask: is she seeing something the rest of us aren’t? Or did she just butt-dial a $23 million trade? Let’s dig in. When Airbnb went public in late 2020, the hype was biblical. We were locked indoors, binge-watching HGTV and fantasizing about working remotely from a Bali treehouse. Airbnb stock jumped 113% in it’s first day on the market.

Since then, it’s not been so dreamy. The stock is down 35% from it's all-time high. It’s basically spent the past half-decade yo-yoing between “maybe this is the bottom” and “just kidding.” The numbers aren’t horrible, but nothing to write home about either. Revenue last quarter grew a modest 6% to $2.27 billion. Earnings per share came in at $0.24, which was down 42% year-over-year (which is right in line with what Cathie looks for in stocks).

Mama Cathie

But credit where it’s due… Airbnb’s not the cash-burning startup it used to be. It’s officially entered its responsible adult era. Over the past 12 months, it’s raked in $4.4 billion in free cash flow with an impressive 39% margin. Not too shabby for a company that still charges you $200 to take your own trash out. So, why’s Cathie buying now? Short answer: She’s betting the next chapter’s different (I know, genius answer).

Ark’s funds aren’t exactly overloaded with ABNB (it’s not even a top-10 holding) but clearly, Cathie sees potential. Maybe it’s the fact that Airbnb trades at a forward P/E of 25 and price-to-free cash flow of 18. Not dirt cheap, but for a company with real earnings and a household brand… that’s not unreasonable either.

Mama Cathie

Plus, Airbnb’s teasing a “major launch” that expands “beyond the core.” (In other words: Brian Chesky’s cooking up something he hopes makes us forget those cleaning fees.) Airbnb’s no longer the disruptor killing hotels. It's a mature platform now. Which means unless Chesky pulls an iPhone moment out of his bucket hat, growth will probably be incremental… more hosts, more filters, more "OMG Stay" listings with rope swings and pink tile bathrooms.

It’s also worth zooming out and looking at the broader picture. Airbnb’s U.S. bookings have started to soften… something management attributes to “broader economic uncertainties.” My translation of that is: People are pulling back. Whether it’s inflation fatigue, tighter wallets, or just burnout from paying hotel prices to do chores in someone else’s house, demand isn’t quite as hot as it used to be.

Mama Cathie

Wall Street seems divided on what that means for the stock. Out of 39 analysts, 11 are calling it a Strong Buy. Most are on the fence with 22 Holds. And 5 think it’s time to call it a trip and head home. Price targets are all over the map… ranging from $140 on the low end to $200 at the high. That’s up to 47% upside if you believe the bulls… but it’s still a bit of a hike from where the stock sits today around $136.

If you’re hoping for a quick double, this probably isn’t it. But if you’ve got a long-term mindset and don’t mind waiting for the story to play out, there’s a case to be made. Airbnb’s fundamentals are in solid shape, it’s generating real cash, and it’s not some fly-by-night growth name clinging to hype (that faded away years ago).

Mama Cathie

That said, personally? I’m not a fan of stocks that are up just 1% after five years… especially when the upside from here doesn’t exactly scream “life-changing.” At some point, a business needs to turn potential into performance. And right now, Airbnb still feels more like a nice brand than a great investment.

Stock.News has positions in Apple.