TBPN - Stripe’s $53B PayPal Offer, OpenAI’s First Device, TBPN’s New Business Ideas | Diet TBPN

Episode Date: July 16, 2026

Diet TBPN delivers the best of today’s TBPN episode in 30 minutes. TBPN is a live tech talk show hosted by John Coogan and Jordi Hays, streaming weekdays 11–2 PT on X and YouTube, with each episode posted to podcast platforms right after.Described by The New York Times as “Silicon Valley’s newest obsession,” the show has recently featured Mark Zuckerberg, Sam Altman, Mark Cuban, and Satya Nadella.TBPN is made possible by:Ramp - https://ramp.comPublic - https://public.comCisco - https://www.cisco.comConsole - https://www.console.comCrowdStrike - https://www.crowdstrike.comFigma - https://www.figma.comMongoDB - https://www.mongodb.comNYSE - https://www.nyse.comRailway - https://railway.comShopify - https://www.shopify.com/Follow TBPN: https://TBPN.comhttps://x.com/tbpnhttps://open.spotify.com/show/2L6WMqY3GUPCGBD0dX6p00?si=674252d53acf4231https://podcasts.apple.com/us/podcast/technology-brothers/id1772360235https://www.youtube.com/@TBPNLive

Big news in the fintech world, not related to Ramp, actually, but Stripe, another Founders Fund project. It's Founders Fund Day. Stripe is offered to buy PayPal. This was rumored and on the timeline on and off over the past year, as PayPal's been a little beat up, we can pull up the five-year chart. It's down over 80% since the pandemic highs. if you go back further, the 2020 to 2021 era for PayPal was like sort of an anomaly because of the big shift to e-commerce during the pandemic boom. But things have not been looking good for the last five years. And so just a couple, was it a couple months ago, Shiel Monat posted in February of 26, he posted a little question for the timeline.

He said, so who's buying PayPal? He says, it has the opportunity of being one of the great distressed VINN. value opportunities in fintech history. It's down 85% at the time, still generating $5.5 billion in free cash flow. This is a $50 billion company. We'll go through the PayPal, the Stripe offer, which is at $53 billion. But you know, you're getting a 10% free cash flow yield. I'm unaffected. Sorry, I'm still, I'm still working through these two sound. We got new ones. But if you think about it, it's like, You have a $50 billion company printing $5.5 billion in free cash flow.

You can use a lot to finance debt, obviously, which is what's proposed here. 400 million consumer accounts. So lots of consumers have PayPal accounts, have Venmo accounts. Maybe they're not fully active, but they're ready to be engaged. It's a huge footprint and huge distribution mechanism. And they have bank info attached. That's difficult. You can't get that from many other consumer applications.

That's sort of the white way. of consumer, how deep can you go in the KYC flow, in the consumer bank relationship? You really know these customers, which is valuable for a potential buyer like Stripe in this case. So check out buttons are on millions of merchant sites, although that has been slowing, and that's part of the reason why a change of ownership might make sense at this point. And they also have this peer-to-peer brand with Venmo, which was bought by Brian Johnson, Braintree, and then sold to PayPal. So, Shield, the first company he calls out is Stripe.

He says they have a lot of desirable assets for Stripe, a consumer-facing checkout, bank account details for hundreds of millions of consumers that you could integrate into Stripe's checkout flow. And they have a consumer brand in Venmo. Apple would also be a potential buyer, says Sheel. Good compliment to Apple pay for e-commerce penetration. They never got social payments going. Sheel says those are the two logical options from a business value creation perspective, but he identifies a problem.

He says, in both cases, Apple and Stripe, the culture fit, makes them a non-starter. I take it back. They actually did buy a BNPL platform. Which one? That I've never heard of called Pady. Okay. Okay.

Okay. So they do have an asset there that they are hopefully trying to grow. But prior to that, they had already built their own. Got it. So Sheel calls out that CultureFit might be a problem with PayPal integrating into Stripe. PayPal is a, quote, sprawling legacy fintech with 25,000 employees. That's a huge company. Decades of technical debt, neither Stripe nor Apple would want to.

to absorb that. Although technical debt, you can clean it up. Coding agents, not too bad these days. Apple also might face big tech antitrust with this type of thing. That's a good call out. And yeah, you do have to, you do have to wonder, Stripe incredible on the product side, on the innovation side, on the, on the, just building a fantastic, massive $159 billion as of the last tender offer business. But are they the team to be the ruthless cost cutters if that's what it takes to turn PayPal around. That might be a different challenge culturally. Same thing for Apple. They're not this private equity firm that goes in and buys and legacy assets and turns them around. So a little bit of a culture shift that I think Sheila's correct to call out. He also identifies Visa

and MasterCard as potential buyers. So they could both afford it and they've been creeping into merchant acquiring and checkout. Also, we talked about that the big banks are now taking a shot across the bow of Visa and MasterCard with their own card network. So there's potential that Visa and MasterCard might want to expand into a different territory, although that's not what's playing out right now. But who knows what other bidders will come out of the woodwork now that Stripe has made this offer to buy PayPal for $53 billion. So PayPal's checkout button placement is enormously valuable real estate for either Visa or MasterCard. The networks have been trying to move beyond interchange into direct merchant relationships, and PayPal could accelerate that by years. I think they may be burned out on antitrust, either network acquiring the largest independent online checkout provider would and should face brutal,

regulatory scrutiny, says, Sheel. He goes on. He says, what about Elon? Elon co-founded PayPal and always wanted it to be called X. So there's some poetry in it coming back under his fold as X. Of course, he is a Stripe shareholder, I believe. I think he was an angel investor. One of his very rare angel investments with Stripe. So, you know, he might be getting a slice of PayPal with this. Not too bad. His bandwidth is spread impossibly thin across Tesla, SpaceX, XAI. This is pre-merger, X, politics, and replying concerning to post at 3 a.m. Never been a problem for Elon. on, but you could have made the case. He was spread too thin before he started, acquired the last several companies, too.

Technical debt at PayPal is a big challenge that he knows. I would never count him out. I just don't see it, though. And then he says, in his opinion, Sheel says, J.P. Morgan makes the most sense. They've spent heavily on payments and acquisition, and an acquisition could get them closer to building a consumer super app alongside Chase. $50 billion would be a huge acquisition, even for them. But they could stomach it, assuming they could get regulatory approval.

Venmo gives them. them a P-to-P brand that they've never been able to build, especially among younger consumers, PayPal's branded checkout button sits on millions of merchant sites. Remember, didn't J.B. Morgan, is it more JPMorgan that bought that company that Charlie Javis founded and then she went to jail or was accused of crimes? Because, and that pitch for her company was consumer facing. Consumer facing. They had a relationship with alleged, I guess. I think she's been convicted. Yeah, they positioned it as having a lot of relationships with younger consumers, college students. And so I think the deal came in like north of $100 million.

And then it was later alleged or discovered that those accounts were maybe generated programmatically. I think this was the pre-AI era. Now it's even easier if you need to generate a bunch of fake data. But don't do that because it's for a lot. Yeah. The question is like Stripe makes so much sense. Yeah. Because to be able to pull off an acquisition like this, to be able to get the level of debt needed to do this, you need to have so much.

confidence that they're going to actually be able to, I'm assuming they'll end up reducing head count pretty dramatically. I'm assuming Stripe looks at this and says, hey, I don't think we need 25,000 people running this business. So who has the operational strength and know how to make PayPal run? If you could make PayPal even run half as well as Stripe, that's probably worth double what it's currently worth. So yeah, if you're a lender here, I don't see or a partner, I don't see that you can find a better partner than Stripe on a deal like this, period. Stripe is a fun option. I agree with this.

It's funny, this teal-backed fintech company buying a teal-founded company, full circle. The first offers already facing some pushback, Michael Burry, I believe is a shareholder, and he posted on his substack about why he's not selling at this current price. He thinks that PayPal can get back to their previous share price from a year ago. But the basic structure of the deal is as follows. $53 billion for all of PayPal, $60.50 per share offered, 28% premium over yesterday's closing price. But it's a steep discount to last year's valuation. $50 billion has been committed in bank financing.

And the FT is reporting that PayPal has been reluctant to engage with the offer thus far. Stripe is much bigger than PayPal at this point. Also, interesting, this offer was apparently sent over to paywall. PayPal weeks ago, maybe a full month ago based on the reporting, and it didn't leak. So whoever's working on his team, good job. Kept it under wraps. They're taking it public. And Rike, Lores, the CEO over PayPal, just got the gig.

He had been over at HP. And you can't imagine that he took the job wanting to just basically be acquired in a short period of time. Exactly. I would imagine he wants to get credit for a proper turnaround here. And so I think they're going public with this now in part to try to put pressure. So Stripe is partnering with private equity firm Advent International for the deal. They have a lot of dealmaking experience in Fintech specifically.

And I think they're going to go 50-50 on the equity portion, but then there's a whole bunch of bank financing coming in. And they will point in their offer to the fact that branded PayPal checkouts are slowing. There's fierce competition from Apple Pay, Shop Pay, Clarn. These are reasons to sell. PayPal will likely fire back saying, hey, we just brought in a fresh CEO. We have a restructuring plan in place. We're executing against that. Once that happens, once we're successful, we will get back to the 70s for our share price, which we traded that just a year ago. So, yeah, maybe we're not going to go back to the pandemic highs anytime soon, but this offer is just too low for right now. But we will see overall, I mean, Stripe has done an excellent job expanding into many adjacent markets.

Atlas is a great example. And they've never cracked consumer, but also they've never really tried, in my opinion. And so I think it'd be really awesome to watch this play out, see what they do with it. But it does seem like it'll take a few more rounds of negotiation before anything fully materializes. Anyway, there is news out of OpenAI.

The first consumer hardware device will reportedly be an AI companion speaker. According to Bloomberg, the device will be screenless and movable, designed to serve as a new kind of home computer for the AI era. And I believe Tyler has a mock-up of what we think it would look like. I think I said it to you. Did that make it into the timeline? Let's pull that up when we have a second. It will be able to answer questions, control smart home devices, play music, and tap into GPT's capabilities.

But the bigger goal is for it to become increasingly personalized over time. Open AI envisions it as an AI companion that gets to know its owner, understands their habits, and it can even draw on personal information like email to provide more useful assistance. And we have the image here. Oh, yes. Let's pull up what I think it probably looks like based on this description that it's screenless, movable, and designed to serve as a new kind of home computer for the AIR. That's what I'm hoping for.

Sort of a function one concert level speakers that have wheels and can be wheeled around. It's movable, smart speaker. It weighs, it actually weighs one ton. Yes. Yes. Because that's an onboard battery system. Yes. They want it to be mobile.

Yes. They don't want you to worry about plugging it in. Exactly. Exactly. Imagine just wheeling this around and just pumping out Tiesto at concert level volumes throughout your home. Inside any room in your home. Ideally, those wheels would be motorized. You could follow you around and deaf in you in any room. So, Brian Johnson's worst nightmare. Not to call back Brian Johnson. But unlike today's smart speakers, the device is designed to feel more life. And yes, that is a bit. This is a joke. This is a joke. Um, but we have not been, uh, intentionally not been read in,

yeah, on anything in device land because we want to figure out what's happening. Play the same game to you guys. Um, but if you've been using codex and you are running codex on or just the new chat GPT app, which is fully codexified, um, if you've been running it on your computer, it's pretty remarkable when you're on your phone and you're in your remote into your computer and you can have it go and just open your actual email. And if you're logged into a new site, it will just use your actual login to go and open the website in your Chrome browser, which is logged in and get you whatever information you need.

So having the full control, I think that people are with the Chat Chachapit app on iOS, integrating to Codex or Chat ChachapT app on Mac. We're now crossing the chasm of like the OpenClaw experience for people that weren't ready to set up the OpenClaw, whole like agentic workflows. and do all of the stuff, jump through all the hoops there. These are just apps that you can install. You never really get hit with a terminal window whatsoever. So like the next wave of consumers are adopting effectively these, I don't even know,

they're agents, but it's more like computer use plus agents plus desktop integration that makes it ultimately more usable. So unlike today's smart speakers, the device is designed to feel more lifelike, according to Bloomberg. And it will include mechanical elements that move on their own. along with a camera and other sensors to understand the surroundings. Powered by GPD Live, OpenAI's new real-time voice mode. It should be able to hold more natural conversations and recognize when you enter a room.

You'll also be able to take it around the house thanks to its rechargeable battery. Johnny Ive is helping design the product. Bloomberg says Open AIS hardware team is developing roughly five AI devices with the speaker, expected to be the first, targeting and unveiling this year ahead of a planned 2027 release. We have another example of what we think. should do in the device in the device battle. The new smart device that I want from Open AI is, of course, the, you've heard Greg Brockman say this, taste is a new core skill, right?

Yep. So what can computers, what are they uniquely bad at doing? Taste. Creating tastes for you. Yeah. Right? There's no real smell of vision yet. There's no computer device.

There's no smart device that actually puts a taste in your mouth to signal what's going on with your AI agents. So I put together melt my pitch for the next AI device from OpenAI. A custom fit oral wearable that turns AI agent status into flavor. So you can feel a chat GPT codex run without watching the terminal. Yes. So you don't need to look at a screen. This is perfect if you're trying to cut back on your screen time.

You don't need to hear anything. You can just listen to the beautiful surroundings of wherever you are. And yet you're still tapped in. You still know whether your build is failing or not. because you pair it with codex. It maps the signals and it ships by taste. So when your agent is done, a clean sour pulse tells you that it's time to review the work. If something breaks.

Like a good. Yeah, sort of like a sour patch kid. It's nice. It's a little sweet, but it's sour. You know, it lets you know, hey, it's time to go check on what's happening. Review some code. Make sure everything's shipping as you hope it is. If something breaks, you get a flash of heat.

It gets spicy in your mouth. This pulls your attention. you got to lock in, so you have some spicy flavor in your mouth. If your API balance hits zero, you get this bitter taste. It's not good. You got to go refill those. A bitter note makes the problem impossible to ignore. Yes, but if everything is green, everything is shipping appropriately, everything's good to go.

You get a sweet pop in your mouth that rewards the win. And it's also a Pavlovian feedback loop because you're just on the hunt for the next burst of flavor. And it can also look like an iced out grill, which might be nice. More seriously, we were over here at TBPNHQ. Any idea that we have immediately gets turned into a website now. Yes. We have the laptop detailing company of San Francisco. Yes.

And this is a business that we actually think should be built. John was cleaning his laptop last week and whatever product you had ordered off of Amazon. I didn't order it. Team ordered it. It's a normal screen wipe. But I didn't realize that you're supposed to use gloves when you use these screen wipes. And it gave me a chemical burn all over my hands. Be very careful.

Like my whole, all of the skin on my fingers. Screen. Healing off. It's been terrible. So we think that there is a silly but real business opportunity to make a laptop computer, you know, like a computer detailing service, like a car detailing service for laptops. Sign up a bunch of companies, startups in San Francisco, you know, early stage companies, enterprise, et cetera, you give them a monthly plan to keep all of their employees' laptops

clean and polished. And yeah, this was one shot. And I think it gets the job done. So no excuses. I think that the only thing I disagree with on the site is the pricing. The pricing. How much would you change? I think 29, 99.

Well, you know why this is so subsidized, because the screen cleaners are. looking for trade secrets and then trading off of them. But of course, if you're doing this, you need to have the no, no insider trading guarantee, which is featured here. To be extremely clear, our detailers will not photograph, memorize, transcribe, trade upon, tiff off a roommate or otherwise profit from anything visible on your screen. 100% information is not used, right? That's a great.

You got to let them know. That's a great offer. We clean screens. We do not read them. It's almost like he doth protest too much. Even if your screen contains an unreleased earnings report, even if the font is very large, even if the ticker symbol is impossible to miss, our detailers will not be trading on your inside information. I think these have to be on-site visits.

Yeah. Yep. What's another big problem in the world? Big problem is that everyone knows the phrase, you can't put the toothpaste back in the tube. Well, what if you could? What if you could? What if toothpaste came in a luxurious jar? The company's called Paradox, toothpaste, out of the tube.

It's a refillable frosted glass jar that turns the most ordinary part of your morning into a ritual worth displaying. Do you think this would sell paradox? Most toothpaste is designed to be hidden. Paradox is designed to be seen and used with intention twice a day. Scoop. One precise pearl.

No crusty cap, no guesswork, no wasted squirt. squeeze, brush your teeth, then you can refill it. What do you do with the spoon, though? You just... You dip it back in the toothpaste. Nah. Nogurious toothpaste. It's over for this idea.

This is a bad idea? It's funny, though. It solves the problem. You can't put toothpaste back in the tube. Everyone's been clamoring. Everyone's been clamoring for this. To put the toothpaste back in the tube. Now you can.

Tyler made one. He has a pitch for Kedra. Yeah. This was another idea I had for an open-eye device. Yeah. So basically, it's... a water bottle with the keyboard wrapped around it. Okay.

So if we can pull this up here, you can see like, you know, a lot of times you're typing and then you go to grab water, you're thirsty. You want to keep typing. Yeah. And this also is especially pressing now because of everyone's using whisper, right? You got to talk in. You can't talk while you're drinking water, right? So why not just put a microphone on here instead of keyboard?

No, no, that's the whole point. When you're in the active drinking water, you can't. Oh, so you got to switch to typing. So you have to start typing. That's right. It's almost like a flute. Yeah, that makes a lot of sense. but I think this can be pretty promising.

I actually think that when you showed me this image, I think just aesthetically it's a cool looking bottle, even if the keyboard isn't functional whatsoever. I think people would just rock this type of bottle because they like the aesthetics of a keyboard. Sort of like that Nvidia purse, you've seen the GPU purse. It's clear plastic, and then inside is an A100 or some sort of Nvidia GPU, and it just sort of shows you the circuit board,

and the circuit board is the art, is the design. of the purse. I thought it was pretty cool. I would pick one of these up if you manufactured one. Absolutely not. We have another new car alert. New car alert. This one, the car is called Chip. Chip motors. Let's play this. It is, it is funny. It is funny. I want to see their you know, a year ago, you could have been sitting there thinking, why has no one made a cute EV car for getting around your town or your neighborhood? Why has no one done it? And now there's seven companies that are doing it. Apparently a lot of people had the same idea. Okay. Jameson from the CEO of Chip Motors says the next great American car is a robot. It talks,

parks itself, more customized than your coffee. Me chip. Okay. Okay. Let's play this video. I want to see it. Yes, Saturday's here. I'm Chip, by the way. Let's get moving. Hi, Chip. Hey, Chip. Hey, my crew's here. Ready to roll. Oh, he's got crazy FOMO. That's right. Have fun. Love you too. And I'm talking to myself.

Hi. Go Park, Chip. You got it, boss. I like the LED screen on the front. I've seen demos of that in the Chinese cars. Chip, I forgot the snacks again. Can you run to the market? On it.

Drives itself? This is bold. This is going to take some regulatory approval. Yeah, yeah. Okay. I love the vision. Yeah. And I think as just the base model in its current design will sell units, right?

I mean, there's like to channel Doug Jamiro, he'd say it's no, there's no way it's going to wind up shipping at 15K. There's going to be a bunch of upgrades. It's going to be difficult. But yes, like at 15K with these features like 100%. But this is a demo. Even at, even at somewhere in the range of, you know, 20 to 30, I think these things sell because I know what these sort of like higher end neighborhood golf carts go for. They're already all in that range.

So yes, I agree. It's probably probably price. Yes, I will buy this, this neighborhood golf cart to like seven different golf carts. And you're like 400K in the hole on golf carts. And you could have just got a lucha and chop the top. Chop the top on the luchette. You got to chop the top.

It's not a bad idea. Imagine your, the example I think they use was like a kid's soccer practice. Can you imagine like parking for a kid's soccer practice? practice or soccer game and being like, yeah, robot that I just bought, like, go park yourself. Like that just sounds like the sketchiest situation. This customizable is so cool. You can get livery of like an American flag from the factory.

It's taking a different direction than Amble. Amble is betting that you're going to want something that has less technology, right? More simplicity. They're going very tech forward, everything from autonomous driving to, you know, screens and AI in the device. Different, different bets, different customer bases. I think they can both work.

We're in touch now with the chip team, so we'll look to get them on the show at some point soon, and hopefully they can just drive this thing right behind the horse and get on the set. I'm excited. I mean, I do really, really hope that

the time to market for startup, these weird like sort of niche vehicles and these new EV makers shortens because we had this moment where it was impossible to start a new car company. Then Elon built Tesla into what it is, the number one selling car in I think the U.S. and in China, the Model Y. So huge success. And then there were a number of follow-ons that were like Nicola and a few others that either ended very poorly or went bankrupt or didn't really get to breakthrough. And they took, you know, years and years and years and billions of dollars in capital to ship something and they weren't really able to find their footing

in the, in the market because at the time when, for example, like Lucid, Lucid, you know, eventually launched a premium EV SUV or a premium eventually launched an SUV, but a sedan. And by that time, like the Tycon was out and a few other, and Mercedes had the EQS. And so there were a lot of other major brands that had been able to deliver on a similar promise on a similar timeline, whereas Tesla's advantage was that they were able to be the first EV, and they had like a monopoly on EVs for like a decade, basically. It was the only viable one. It was like that or like the Nissan Leaf. And now there's more competition, but they're established. I'm interested to see, can this come to market in two-year time frame or three years or something, as opposed to,

I'd be really disappointed. And that might be regulatory failure. That might just be the supply chain. there might be a variety of different things, but based on the speed with which we see China shipping all sorts of vehicles that crab walk and spin around and do jump and all these crazy features, I would certainly hope that startups are able to bring cars like this to the market much faster. We'll see you tomorrow. Do us a small favor and have the best Wednesday afternoon of your life. Indeed, indeed. Just do it. Sign up for a newsletter at tbPN.com. It's the least you could do.

Yeah. Please. And we'll see you tomorrow. We love you. Goodbye. You know,