PayPal – Stripe/Advent: Whose Deal Is This?

As a reminder, I’m not a financial analyst, more of a payment historian, operator and P&L exec. This is my third pass at the Stripe/Advent bid for PayPal. The first was reporting on the Reuters story. The second was opinion, built around three concerns: merchant pricing, enterprise access, and consumer engagement. Something changed since then, and it did not come from the deal. It came from Stripe.

This week Stripe confirmed its acquisition of OpenRouter for more than $7 billion, and the Collisons published a letter to investors talking about “the singularity” and the economics of AI token flow. OpenRouter has nothing to do with PayPal. That is precisely why it matters. Read the letter alongside Stripe’s annual letter from February and you get an unusually clear statement of where this company thinks its growth comes from. PayPal is not in that statement. Not adjacent to it. Not implied by it. Absent.

Thus this blog represents my internal dialog as I ask myself: whose deal is this? My answer: this is Advent’s deal. Stripe is in the room for one or two assets, and the structure of the bid is starting to show it.

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The Shakeup PayPal Needs

Rumors are that a substantial organizational change at PayPal is in progress. Frankly, it’s overdue. For any global payments company to succeed, its leaders must possess a deep, almost intuitive, understanding of the global payments ecosystem. This is where PayPal is currently failing.

We have a CEO, Alex Chriss, known as a product specialist. While he may be excellent at getting products out the door, this is not the problem PayPal faces. Unfortunately, the team can’t see the forest fire given their conspicuously poor payment background. For example, look at Diego Scotti as EVP and GM of the consumer group. His experience comes from Verizon, and his chief credential is that he is the husband of Janey Whiteside, one of Alex’s closest payment advisors. When growth doesn’t happen and targets get missed, investors begin to look for the reasons and the resumes of those running the ship.

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Amazon Takes Venmo…

Big news from PayPal’s earnings yesterday was Amazon taking Venmo. I wanted to summarize the 15 tweets on the topic and provide a little more background into the dynamics. 

Amazon is an amazing company from a people perspective, perhaps the best TEAM I’ve had as a customer. They always proceed within a plan and purpose. So why Venmo?  As I related 2 weeks ago, Amazon is working to reduce the costs of payments. They have managed fraud down to 3bps.. So why can’t their processing costs look a lot more like Walmart? They have been successful in achieving this in EU (Sepa DD) and India (see blog), but the US remains (by far) the highest cost geography. 

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