Plaid: Impressive Numbers, Broken Economic Model

June 2026

I’m at the UBS FIntech Conference and just listend to Plaid’s excellent CFO Seun Sodipo. Let me start with credit where it’s due. Plaid has done something genuinely difficult: it built a data aggregation business across thousands of banks, reached ~$546M ARR growing at 40% year-over-year, and recently hit adjusted EBITDA profitability. The IPO math is also improving, and the enterprise pivot (landing Carvana, Rocket Mortgage, H&R Block as customers) shows real commercial instinct.

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Is Know Your Agent (KYA) Really Necessary?

Is “Know Your Agent” (KYA) Really Necessary? The tale of an Orphan Signal

Short Blog | June 2026

A new category of startup has emerged around “Know Your Agent” (KYA) — the idea that merchants and payment platforms need a framework to verify the identity, authority, and auditability of AI agents acting on behalf of consumers. PYMNTS has covered the space extensively, and KnowYourAgent.xyz is already pitching merchants on “identity, policy controls, and evidence for every AI-agent transaction at checkout.” The framing is intuitive: if a bot is buying something, shouldn’t you know who sent it?

I want to push back — not on the problem, but on whether KYA, as a standalone service category, is the right solution.

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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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The CLARITY Act Is Locked — And Stablecoin Payments Just Lost Their Best Argument

When I wrote Stablecoin Rewards’s Last Hope – The CLARITY Act in February, the Senate was deadlocked, Coinbase had just walked out of the markup, and the White House was scrambling to hold a fragile coalition together. The central question was whether the Alsobrooks Compromise — activity-based rewards in, idle yield out — could survive the banking lobby long enough to reach a floor vote.

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American Express Breaks the Agentic Commerce Deadlock: Why Today Matters

Why is this big news? Once one network says “we cover agent errors,” the others can’t say no.

The Problem We’ve Been Waiting for a Network to Solve

For the past eighteen months, I’ve written extensively about agentic commerce as a test of *incentive alignment*, not technology. The tech works. What doesn’t work is getting all parties—networks, issuers, merchants, platforms, and payment processors—to align around who owns the agent, who owns the data, and who bears the risk.

Today, American Express did something important: it solved that problem for its own closed loop (and its customer base). What does this mean? I hope it means US Issuers will lean in on the V/MA solutions that can allow them to operate at near parity (V/MA have the rules, tech and governance). But changing a network is really hard.

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