Stripe Sessions 2026: Takeaways

It has taken two weeks, but I’m finally 20% through processing Stripe Sessions 2026 (my first). I’ll say it plainly: I was absolutely blown away by the energy, the talent, the ambition, and frankly, the sheer scale of what Stripe is building. My only real complaint? The rooms needed to be bigger. A lot bigger.

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Federated Models Need Measurement

A follow on blog to my Intent data post yesterday. Where intent is needed for authorization, measurement is needed by every “specialist” participating in an agentic interaction. As background I was founder/CEO of Commerce Signals, focused on measurement and card transaction data. Measurement is a powerful business. In fact, I would say Google started out as a measurement company with the PageRank algorithm. By keeping track of what users clicked on which link for which search word, they created the directory of the internet. Let’s dig a little deeper into why measurement is key in agentic, and for all federated models.

Google is not building a monolithic “central brain” to disintermediate the ecosystem. Instead, as discussed in my UCP Blog (also see Ask Macy’s Case Study), they are fostering a world of specialist collaborative models that interact across three specific technical layers:

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UCP Enables a New Economy

Yesterday, Google’s CEO unveiled Universal Commerce Protocol (UCP) at NRF.  UCP represents a defining moment in the architecture of digital commerce; the strategic imperative is no longer merely about organizing the world’s information but about organizing the world’s commercial intent and empowering merchants to leverage their own data to construct superior customer experiences.  This shift is not incremental; it is a fundamental re-platforming of the digital economy, where Google is uniquely positioned to serve as the orchestrator within a “virtuous cycle” of interaction among retailers, consumers, and intelligent agents. 

“For many people, discovery is the fun part of shopping. Making a decision is where things get harder. As an indecisive shopper myself, I’m looking forward to the day when agents can help me get from discovery to purchase.

At Google, we’re busy laying the groundwork for this agentic ecosystem to work well. That includes building a common language for these systems and services to talk to each other.

As a next step we are introducing the Universal Commerce Protocol (UCP), designed for the era of agentic commerce. It was built to meet the needs of retailers AND customers, keeping the full customer relationship front and center — from the moments of discovery to decision and beyond”. – Sundar Pichai NRF – Jan 11 2026

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2025: The Great Decoupling

Year-End Payments Recap

Summary: B2B Stablecoin and The End of the Interface Era

As we close the books on 2025, the payments industry finds itself at  a moment that future historians will likely designate as the end of the “Interface Era” and the dawn of the “Agentic Era.” For the past three decades, the digitization of payments has been defined by the migration of human intent from POS to digital screens. From the first e-commerce transaction to the ubiquity of mobile wallets, the fundamental atomic unit of the economy remained the same: a human being, interacting with a graphical user interface (GUI), making a conscious decision to exchange value for goods or services.

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Strategic Bets in Retail Payments

What are the strategic drivers of change?

Where are the profit pools and how will they disperse?

A Maturing Landscape, A Shifting Playbook

Retail payments have been a cornerstone of growth and shareholder returns for decades, delivering TSRs that rivaled the tech sector. But this golden era of easy expansion is fading. Today, growth is slowing and investors are refocusing on unit economics, distinguishing between platforms with SaaS-like predictability and those more exposed to the vicissitudes of consumer credit, deposit spreads, and regulation (see Cap Gemini World Payments Report)..

This change in tone isn’t just financial, it’s structural. Value creation is migrating away from volume and into experience, infrastructure, and intelligence.

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eReciepts – The Politics and Economics of SKU Data

An update to my Data Games – 2021

© Starpoint LLP, 2025. No part of this site, blog.starpointllp.com, may be reproduced or retransmitted in whole or in part in any manner without the permission of the copyright owner.

Electronic receipts (eReceipts) COULD transform the retail landscape by offering numerous benefits to consumers and businesses. With the potential to enhance digital wallets, improve customer experiences, empower AI agents, and increase advertising effectiveness. However, the widespread adoption and sharing SKU-level data face several challenges, most of which are NOT technical. Today, I’m providing an overview of key business and economic challenges of unlocking SKU data.

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Winning in Network of Networks: Collaboration

My largest holdings are card networks, and I’m very keen on their continued growth and sustainability of competitive advantage. My confidence is based on five broad themes. 

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Networks, Value Assembly and Organizational Structures

Bull Case For Visa and Mastercard 

Very Long Blog.  4 Page Exec Summary. Feedback appreciated. This blog has been my “blocker” as I’ve iterated over the last 7 months. I’ve thinned this down from 31 pages (which no one would read) to 23. No I will never write something this big again.

The thoughts below are an update to my 2016 Small Wins, where I outlined how the forces that have driven scale, and shaped organizations, are atrophying (Transaction Cost Economics, asset intensity, information intensity, finance… etc). Paul Graham’s calls this change Refragmentation, I call it Transformation of Networks.

It’s as if the gravitational constant (the big G) is changing and new forces are driving the formation of new networks influenced by a rapidly evolving world of “weak links”. Information intensity has moved beyond “tweaking” 100 yr old business models to transform the design of industries, communities and people.

Whereas the 2016 blog was more about the “possibilities” enabled by tech, this blog is about the reality of how things will evolve.  

© Starpoint LLP, 2024. No part of this site, blog.starpointllp.com, may be reproduced or retransmitted, in whole or in part, in any manner without the permission of the copyright owner. Also see our Legal/Disclaimer (this is a highly opinionated and partially informed blog).

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Open Banking in US – Quick Take CPFB Proposed Rule

Before listening to anyone on this topic its important to get a feeling for experience. I’ve been fortunate to run two of the largest online banks: Citi and Wachovia. Wachovia was the very first customer of Yodlee (1999), a service our customers loved. My banks were also scraped endlessly, representing over 30% of our traffic and 20% of our call center complaints. We were also the largest PFM bank (think MS Money and Quicken), keeping our OFX servers up and running was key. After my banking life I spent time rearchitecting payment data flows from point of sale to payment at Google. Then spent 8 years creating Commerce Signals, a payment data business. 
CPFB’s Proposed Rule

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Apple Finance – ?Tipping Point?

Bloomberg beat me to the punch with their great article last night on Apple Pay Later and Apple Finance LLC (must read). Well, I was certainly wrong about one big thing in my Project Breakout blog “Apple doesn’t want to be a bank”. Quite frankly I believe even Goldman Sachs was surprised by the scale of what Apple is building. Last night I outlined the key points:

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