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An argument that risk in fintech behaves like energy in physics: it can't be created or destroyed, only transferred between counterparties.
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An argument that the AI-era "context graph" (the relationships between customer, transaction, and operational data that make an AI agent actually useful) is something vertical software has been compounding for a decade.
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Software people assume fintech moats work like software moats: code, distribution, network effects.
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A meditation on the shifting definition of "computer" as AI agents move us from programmable instructions to programmable cognition.
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A short explainer on card issuing: the five-player chain of promises (cardholder, issuer, network, acquirer, merchant) that turns a tap into authorization in milliseconds, why debit/credit/charge/prepaid are different businesses, how Marqeta-era unbundling
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Matt's announcement of leading Light's $46M Series A on behalf of Matrix and joining the board.
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A short explainer of stablecoins from a payments perspective: what they actually are technically, how they hold their peg, the major issuers and reserve models, and where they realistically slot into payment rails, particularly cross-border and B2B.
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A cautionary frame for vertical AI products that wrap a model as their core value.
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VC and software investors are increasingly adopting playbooks from private equity, including hold-and-build strategies, multi-fund continuity vehicles, and operating-driven value creation.
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As code becomes cheap and software increasingly commoditized, the durable competitive moat for vertical software shifts from feature differentiation to the structure and depth of the underlying data model.
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A reset on what "fintech" actually is, from first principles.
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As building software becomes cheap, distribution becomes the binding constraint.
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A short explainer of the payment-facilitator model: what a payfac is, how it differs from a traditional merchant-acquirer setup, the economics of payfac aggregation, and the decision framework for when a vertical software company should build its own payf…
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A short catalog of phrases that founders, operators, and investors use that quietly hide unresolved problems.
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A conversation with Michel Rbeiz, GM of Fintech at Toast, on building a fintech business inside a vertical software company.
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A data-driven look at the adoption of fintech features inside vertical software companies.
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An exploration of why open source is suddenly viable as a distribution and trust-building strategy for fintech infrastructure, where it had previously failed.
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A short explainer on real-time payment rails: how they work technically, why adoption has been faster in some geographies and use cases than others, and what the slow parts of the curve reveal about the constraints (interchange substitution, fraud risk, b…
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Matt's investment memo for Rainforest, a next-generation payment facilitator built for vertical software platforms.
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An analysis of where payment revenue concentrates as interchange continues its secular decline.
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The most durable fintech wedges come from accepting and pricing risks that incumbent institutions can't underwrite or won't bother with.
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Each successive generation of vertical software has to clear a higher bar to find a defensible wedge.
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A reference website cataloging public vertical software companies organized by category.
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A practical guide for vertical software companies pricing payments.
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A short explainer on the structure of cross-border payments: why they remain slow and expensive (correspondent banking, FX layering, settlement friction), what stablecoins and new rails are actually changing, and what isn't moving as fast as the narrative…
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A high-level walkthrough of card-payment economics: who the issuer, acquirer, and scheme are, how interchange and acquirer markup split the gross fee, and how software-led acquiring (payfacs, BaaS) and issuing fit into the modern payment stack.
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A call to fintech and vertical software builders to stop treating interchange as a permanent revenue stream.
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An examination of when fintech categories tip toward winner-take-all dynamics and when they remain fragmented.
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An argument that the best fintech businesses don't avoid risk but convert it into a leverageable asset.
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A timing-oriented reading of bundling and unbundling cycles in fintech.
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Embedded fintech operators face an iron triangle: compliance ownership, unit economics, and customer experience.
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Fintech infrastructure companies face fundraising dynamics that don't map onto generalist SaaS infrastructure patterns.
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A framework for distinguishing real markets from "ghost markets" that look like categories but don't sustain product-market fit.
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B2B payments are workflow problems, not transaction-routing problems.
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Isaiah Berlin's hedgehog-vs-fox distinction applied to venture investing.
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A big-picture frame for why the current era is uniquely favorable for vertical ERP companies.
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A step-through of what it takes to build a category-defining vertical ERP (VERP), from product strategy through fintech monetization.
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Matt's foundational VERP (Vertical Software + Payments) framework.
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Infrastructure capabilities like KYC, ledgering, ACH plumbing, and core compliance rarely differentiate a customer-facing fintech product.
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An argument that the point of sale is the most under-priced wedge into vertical workflows.
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A methodology for systematically indexing every assumption embedded in a business model.