Motley Fool Hidden Gems Investing - Bill Ackman Says Stocks Are “Stupidly Cheap”
Episode Date: March 30, 2026The Motley Fool’s Hidden Gems team talks about how investors are divided about whether AI is a benefit or an existential risk for third-party demand aggregators. They also discuss the latest news fr...om space as well as dissect comments over the weekend from billionaire investor Bill Ackman. Jon Quast, Matt Frankel, and Rachel Warren discuss: -The bull and bear cases for AI and 3rd party platforms -SpaceX’s record-smashing IPO on tap -Bill Ackman’s comments on Fannie Mae and Freddie Mac -Value stocks our analysts like now Companies discussed: Expedia (EXPE), Maplebear (CART), Uber (UBER), Federal National Mortgage Association (FNMA), Federal Home Loan Mortgage Corp (FMCC), Howard Hughes Holdings (HHH), Lululemon (LULU), Microsoft (MSFT), Alphabet (GOOG)(GOOGL) Got investing questions for the podcast? Email us at podcasts@fool.com Host: Jon Quast Guests: Matt Frankel, Rachel Warren Engineer: Dan Boyd Disclosure: Advertisements are sponsored content and provided for informational purposes only. The Motley Fool and its affiliates (collectively, “TMF”) do not endorse, recommend, or verify the accuracy or completeness of the statements made within advertisements. TMF is not involved in the offer, sale, or solicitation of any securities advertised herein and makes no representations regarding the suitability, or risks associated with any investment opportunity presented. Investors should conduct their own due diligence and consult with legal, tax, and financial advisors before making any investment decisions. TMF assumes no responsibility for any losses or damages arising from this advertisement. We’re committed to transparency: All personal opinions in advertisements from Fools are their own. The product advertised in this episode was loaned to TMF and was returned after a test period or the product advertised in this episode was purchased by TMF. Advertiser has paid for the sponsorship of this episode. Learn more about your ad choices. Visit megaphone.fm/adchoices Learn more about your ad choices. Visit megaphone.fm/adchoices
Transcript
Discussion (0)
John Quast. Billionaire investor Bill Ackman says stocks are stupidly cheap.
You're listening to Motley Fool Money. Welcome to Motley Fool Money with the Hidden Gems team.
I'm John Quast, and I'm joined today by Matt Frankel and Rachel Warren.
We're going to get to Ackman's comments in a moment, as well as some news regarding the
final frontier. But first, I wanted to hit this AI news. Is it friend or foe? Basically,
here's the headline. Expedia and Instacart stocks, otherwise known as Maple Bear,
were gaining a little bit in trading today after Jeffries analyst John Calantoni said these were
actually AI beneficiaries. Ordinarily, I wouldn't highlight the opinion of a single Wall Street
analyst, but I was intrigued by these comments because it's very counter-narrative. Basically,
there are these platforms out there called third-party aggregators, and the prevailing
narrative is that AI is bad for these platforms. But this analyst coming out and saying, hey,
this is actually a good thing for these two companies in particular. They're going to be
beneficiaries. Rachel, I want to start with you here. Maybe explain what the demand aggregator
business model is and then elaborate on how AI could actually be a tailwind for these platforms.
Yeah, it's an important discussion. I mean, it really first to understand why AI might be a
tailwind for the likes of Expedia and Instacart. It is important to understand what that demand
aggregator model looks like. And essentially, these businesses win by sitting in the middle
of this massive three-sided seesaw, if you will, right? They pull in a huge audience of consumers.
That forces a fragmented group of suppliers, whether it be thousands of individual hotels,
in the case of Expedia, or local grocery stores, in the case of Instacart. It forces this group
of suppliers to come to these aggregators to find customers. So the moat isn't the products
they sell, right? It's that data. It's the convenience of having everything in one
searchable place. So, the fear that we've been hearing is that AI is going to fully disrupt
this type of model, meaning maybe you would just ask a chatbot to book a flight, you'd skip the
Expedia app entirely. But I think there's actually a meaningful bull case here to explore, and that's
that AI actually makes the aggregator's data moat much deeper. You think about platforms like
Expedia. They've got decades of high-intent search data that a general AI like ChatGPT
doesn't have. They know exactly what you've swapped out, let's say, in the case of Instacart
in your grocery cart when an item was out of stock, or in the case of Expedia, which hotel
filters you care about. And AI allows these aggregators to turn that raw data into a concierge
experience that's way more valuable than just a simple search. And I think AI can help these
companies move from being more reactive to proactive. So, let's say you are looking for
a place to stay, a hotel for your next vacation. Instead of spending 20 minutes filtering for,
you know, family-friendly hotel with a gym near the beach, an AI-integrated platform could build
that itinerary based on your specific history, maybe within seconds. So, I think if these
aggregators execute the AI revolution correctly, they're not just going to stay relevant, but they
could actually be able to more effectively manage those transactions from start to finish. That
could mean higher conversion rates, higher retention rates. I think it's good news in the
long run. That is really interesting and a very important thing to think about. But we do want to
provide balance here. We want to provide both sides of the argument. And so Rachel's just kind
of given the more bullish AI third-party aggregator model narrative. Matt, I want you to counter this
here. What are the reasons why investors are a little bit nervous when it comes to AI and these
platforms? I'm always the eternal optimist here, so I'm happy you put me on the bear case for a
change. Rachel mentioned this. It's the software disruption story. There's that general fear that
conversational AI tools are going to be able to answer questions like, what's the cheapest flight
from Charlotte to Los Angeles directly and without a need for an intermediary? To be fair, you can
already do that. I use AI to find cheap flights all the time. It goes a step beyond that. The
threat's really evolved with the emergence of agentic AI, which could potentially allow travelers
to bypass any booking sites altogether and simply have an AI assistant that automatically finds and
books the best flight, hotel, rental car, whatever for them for a trip, and just kind of renders
these kind of useless. So that's the bear case. Okay. So we've looked at both sides of the
argument here. It seems like there are merits to the bull argument. There are merits to the
bear argument. I'm curious though, what is your personal take on this? Where do you fall
in this debate when it comes to what we're talking about here? Rachel, let's start with you.
I actually do think I'm a bit more bullish on these platforms and I'm not necessarily
singling out Instacart or Expedia Group as the best buys of the next decade per se. But I do
think some of these platforms, when you look at them at the end of the day, the AI is only as
good as the data it's fed, right? So, you know, a general chatbot can give you a great travel
itinerary, a recipe, but it can't actually guarantee, for example, a hotel room that's
available or ensure a bag of groceries ends up at your door. I know the vision is for agents to do
that in the long run, but I think the more realistic outcome in many ways would be the AI
doesn't replace that infrastructure, it just makes it more efficient to navigate. So, I think one
example of this inaction a company I really like is Uber, right? You know, people often think of
the platform is a ride-hailing app, obviously a food delivery app, but they're the ultimate demand
aggregator for mobility and delivery. And they already are using AI to process billions of data
points on traffic, on rider intent, on career efficiency in real time. And because they own
the interface, they've got this massive network of drivers, AI has become a tool that makes their
marketplace stickier and more profitable rather than a threat that replaces them. I don't think
that will be the case across the board, but I also don't think we're going to reach a situation where
all these aggregators and all these software-driven companies are just replaced by agents.
Yeah, that makes a lot of sense. If data is the moat here for these platforms,
then Uber is definitely one with a lot of data and one to benefit.
Matt, how about you? Where do you land on this?
I'm more on the fence. There's a lot to be said for things like loyalty programs,
which many of these intermediaries offer. Having human-available customer service,
which is something that, you know, as of now, Chad GPT and Claude haven't figured out how to
replace. But there is a serious existential threat here. And it will be interesting to see how
companies like Expedia and Instacart really react to it and use it to their advantage.
And I think that's fair. We don't always have to have our minds fully made up. We're still
processing sometimes. So I appreciate that. After the break, we're going to go to the final frontier.
You're listening to Motley Fool Money.
us on Espresso.com. Welcome back to Motley Fool Money with the Hidden Gems team.
The countdown is on for the Artemis II launch on April 1st. This is going to take astronauts
around the moon. It's going to be the furthest distance that astronauts have ever been from Earth.
But that's not the only space-related news that we have right now. SpaceX, maybe you've heard,
is preparing to go public. It's actually going to be the largest IPO of all time.
you've heard us talking about it but now we're getting reports that it's looking to raise a
whopping 75 billion dollars that would value the company at 1.75 trillion rachel what do you know
about this yeah you know nasa's looking at the moon wall street's looking at spacex right and
you're right about that expected valuation it would be the largest ipo in history aiming to
raised $75 billion, as you noted, at $1.75 trillion valuation at the top end, that would
make SpaceX one of the top 10 most valuable companies on the planet if it achieved that
valuation. And this isn't really just based on, you know, launching rockets anymore, right? It's
about this space tech and AI powerhouse that Musk is trying to build. And a big chunk of that
trillion dollar expected price tag would come from Starlink, which has scaled to, you know,
millions of subscribers. It's already reportedly generating massive cash flow. Another key factor
in the business is the new StarCloud initiative, right? So Musk's idea is to put AI data centers
in orbit using the natural vacuum of space for cooling. It's a move that would combine satellite
infrastructure with AI boom. And then of course the money from the IPO is reportedly earmarked
to build out the Starship fleet to make those orbital platforms and eventually trips to Mars
a reality. You know, we will see how far that goes as SpaceX is reportedly planning to allocate up
to 30% of the shares to retail investors, which is an unheard of amount. Now, one kind of important
thing I want to note here, trillion dollar valuations leave very little room for error.
And a lot of that expected price tag is based on future state technology, you know, like orbital
data centers, Mars colonization ideas that haven't been fully proven out yet. You know, if we see,
for example, the AI in space narrative hit a snag or subscriber growth for Starlink slowed down.
If the company reaches that premium valuation while public, we could see that compress quickly.
That could have a real impact on those who bought the initial pop. So it's important to understand
that as we go into an expected IPO. But I think there's going to be a lot of exciting news for
investors to watch here. Matt, I want to just circle back to some of the things that Rachel
just mentioned. She mentioned how much money the company is looking to raise, but also mentioned
how many shares are looking to be allocated towards retail investors. I wonder if you could
just flesh that out for our listeners just a tad more. Elon Musk knows this very well,
that one of the biggest things SpaceX has going for it as far as a giant IPO is a vast amount
of retail interest. When you turn Tesla into a 400X stock and then you delay your biggest IPO
for 10 years, you're going to build up a lot of retail interest. The plans to allocate 30%
to retail, that compares to 5% to 10% for the typical IPO, and even that's higher than it used
to be. It's not just that. There are several platforms that have made it easier for companies
to do this. SoFi prioritizes IPO access for everybody, Robinhood. There are a lot of different
platforms. E-Trade is now owned by Morgan Stanley, which is one of the investment bankers reportedly
on the deal. But even so, raising $75 billion in an IPO is no small task. The previous record
of Saudi Aramco, that raised $29 billion. But I think it's fair to say that there's more investor
interest for SpaceX than a giant Saudi oil company. And the $1.75 billion valuation,
it's not just the space business. Rachel kind of alluded to this, too. Remember that Elon Musk
recently merged XAI, which also owns the X platform, formerly Twitter, into SpaceX.
You're getting this kind of emerging conglomerate here. Although XAI is almost certainly losing
money, Starlink is profitable, as you mentioned. XAI reportedly has a private valuation of well
over $200 billion itself. There are some grand visions throughout these companies. Rachel
mentioned the data centers in space. Elon Musk said he wants a million of those eventually.
This sounds like the SpaceX version of Tesla's Optimus robots, real future technology and a
big number that just raises eyebrows. But having said all that, that valuation puts us really in
uncharted territory for a U.S. IPO, so I don't know what the implications could be. $75 billion
is more than the entire IPO market in the U.S. raised in all but two of the last 10 years. Those
were the two COVID booming years when everyone was going public. Once SpaceX's financials are
released, when we get a little closer to the IPO, we'll have a better idea of just how ambitious
this valuation is. But right now, we honestly don't know. Well, we'll keep an eye on it as
it develops. You can definitely count on us for that. After the break, there's a billionaire
investor out there who says that some high-quality stocks are really cheap right now. You're listening
to Motley Fool Money.
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discover coffee plus on espresso.com welcome back to motley full money with the hidden gems team
you know we want to make you part of the conversation here if you have a stock or
an investing question for matt rachel myself anyone else who is on the show regularly you
can now email us at podcast at fool.com we would love to have mailbag segments whenever possible
so send in your questions but remember keep them foolish that email again is podcast at fool.com
podcast at fool.com. So we're finally here at our final topic, the one that we teased right
at the beginning. Bill Ackman is a billionaire investor, a manager of the hedge fund Pershing
Square. And over the weekend, Ackman was posting on social media saying some of the highest quality
businesses in the world are trading at extremely cheap prices. Ignore the mainstream media,
he said. He then went on to mention Fannie Mae and Freddie Mac as potential 10X opportunities.
Matt, you're our real estate guy here. What is Bill Ackman talking about?
Bill Ackman, he's very prolific on social media and has a history of calling things out when he
thinks that something's going to be a net positive that isn't. A big example is to remember the
Omicron wave of COVID that initially tanked the market. He came on and said this is going to be
net positive for a less contagious version that is highly infected. He was right. The Omicron wave
actually turned out to be a net positive for ending the pandemic. People tend to take him
seriously. But on the Fannie and Freddie issue, it's not really a real estate play. I'm going to
refrain from turning this into a financial crisis history lesson. Fannie and Freddie,
they're the two government-sponsored enterprises, or GSEs for short. They essentially keep the
mortgage market functioning smoothly. They don't actually make loans, but when you apply for a
mortgage, it has to meet Fannie or Freddie's standards, and they'll back the mortgage. It'll
help the lender give you a better interest rate and just kind of provide fluidity to the mortgage
market. So, after getting in trouble during the mortgage meltdown of 2008, when there were a ton
of bad mortgages on the books, we could spend an entire episode on that, both of these were placed
into government conservatorship. The U.S. Treasury then owned the majority of both. I think that was
80% technically they owned, but they swept 100% of the profits of both agencies once they became
profitable again in 2012, less a little capital buffer to let them operate.
Now, President Trump, even in his first term, has been discussing reprivatizing both agencies,
removing the conservatorship, and letting them start to distribute profits to shareholders again.
These are pretty big profitable stocks. At one point, Warren Buffett owned Freddie Mac,
I believe. He issued a memo in 2019 to develop a housing reform plan that included an end to
the conservatorship. The Treasury then started allowing the two to start retaining significant
profits. I want to say it was about a $20 billion profit cap above and beyond what was really needed
to maintain enough capital to run. In 2021, under President Biden, the profit sweep was ended
it all together so they could really start accumulating money. But both still remain
under government conservatorship. The biggest arguments in favor of keeping it there is that
removing that could potentially destabilize the mortgage market at a time when interest rates are
already kind of high. And they've been accumulating capital, but the U.S. mortgage market is huge.
They need a big capital buffer, and there's an argument that they don't have the ideal capital
levels yet. But as recently as last summer, the president met with bank CEOs to discuss an IPO of
the two, which would raise up to $30 billion. Not quite an Elon Musk IPO, but a pretty big one.
Ackman started accumulating shares relatively early in the conservatorship period, around 2012,
which is actually when I started writing about Fannie and Freddie for The Motley Fool.
He's already sitting on some pretty decent gains, maybe not for a 13-year investment.
His cost basis was about $229 a share for Fannie, for example, and it currently trades for about
$6 a share. But he's estimated before that it could be worth at least $34 or potentially much
more if the conservatorship ended. It's kind of a long-term bet that this would eventually happen.
Now, so that's where he's talking about Fannie and Freddie. So, if you think the government
conservatorship could finally end, it could be a good thing to look at. But that's not necessarily
what he was referring to when he mentioned high-quality businesses at a discount. That was
a much broader statement. I agree. My watch list, I don't know about you two, my watch
list has been growing by the day. One in particular, and since we're talking about Ackman, I'll
mention one that I've owned for a long time, since probably around 2012, is Howard Hughes
Holdings, ticker symbol HHH. Ackman is the executive chair of the company. It's an interesting
real estate business. They've developed large-scale cities, Summerlin in Las Vegas, the Woodlands
in Houston are their two examples. It's been beaten down lately. Ackman himself bought shares
last year at $100, and it now trades in the low 60s. Nothing really has gone wrong, except it's
doing exactly what they thought it was going to do. Rachel, I'm curious, beyond Bill Ackman,
what's a stock or two that you might think has become irrationally cheap?
Yeah, there's a few. I have to talk about a company from the retail space, which I cover a
lot, and that's Lululemon. They're trading at about 11 times trailing earnings now. The stock's
been under pressure for a while. There's been, you know, obviously concerns about its maturation
of its growth in North America. There's been a few execution misses on product launches. But
the underlying engine, I would argue, is still a very high-quality business. I mean, you're looking
at a brand with industry-leading margins, massive untapped runway in international markets like
China, which they are rapidly expanding in. So, that's a company I look at. I think of a
dominant consumer brand, high customer loyalty. It's trading at a valuation that's often reserved
for sort of those average slow growth retailers. One more I'll mention, or maybe a couple more,
is Microsoft and Alphabet, right, in the tech space. I mean, Microsoft is sort of in this rare
position where I personally view it as actually cheap relative to its earnings potential in the
AI era. You know, they're both, both Alphabet and Microsoft are trading in the low 20s times
trailing earnings. You're looking at incredible growth rates for both these businesses. You know,
In Microsoft's case, they've really positioned themselves as the essential operating system for
AI. Of course, Alphabet with their growing TPU business and their integration of AI across
the flagship advertising machine. So I think these are really high-quality businesses
that are undervalued relative to their growth ability right now. And there's many of those.
Yeah. So there we have Howard Hughes, Lou Lemon, Microsoft, Alphabet. Definitely many companies
out there to look at that might be good values right now and might prove Bill Ackman's point
that there are a lot of high-quality businesses on sale. You can count on us to be on the lookout,
but that is all the time that we have for today. Matt and Rachel, thank you for sharing your
thoughts. To the listeners out there, thank you so much for joining us today. As always,
people on the program may have interest in the stocks they talk about, and The Motley Fool may
have formal recommendations for or against, so don't buy or sell stocks based solely on what
you hear. All personal finance content follows Motley Fool editorial standards and is not approved
by advertisers. Advertisements are sponsored content and provided for informational purposes
only. To see our full advertising disclosure, please check out our show notes. Thanks to our
producer, Dan Boyd, and the rest of the Motley Fool team. For Rachel, Matt, and myself, thanks
for listening, and we'll see you next time.
Thank you.
