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Blog

Notes on selling software, well.

Practical, factual writing on merchant of record, subscription billing, checkout design, and the tax rules that come with selling across borders.

Payments

PCI Scope and Why It Shapes Checkout Architecture

PCI DSS compliance isn't a certificate you buy — it's a scope of responsibility that depends entirely on how your checkout is built.

September 15, 2026 · 4 min read
Merchant of Record

Choosing Between Self-Managed Payments and a Merchant of Record

There's no universally correct answer. There is a clear-headed way to work out which one is right for where your business actually is.

September 10, 2026 · 3 min read
Developers

Webhooks, Idempotency, and Why Payment Integrations Break

Most payment-integration bugs aren't about the happy path. They're about retries, duplicate deliveries, and out-of-order events.

September 5, 2026 · 4 min read
Digital Products

Selling Software Across Borders: What Actually Changes

The product doesn't change when you sell internationally. Everything around it — tax, pricing, payment methods, support expectations — does.

September 1, 2026 · 4 min read
Payments

Why Reserves and Rolling Holds Exist (And How to Plan Around Them)

A reserve isn't a fee and it isn't arbitrary. It's insurance against a real, quantifiable risk — and it's plannable if you understand the mechanics.

August 27, 2026 · 4 min read
Payments

The Anatomy of a Payment: Where Your Money Actually Goes

A $100 sale doesn't arrive as $100. Here's every leg of the journey between a customer's card and your bank account.

August 22, 2026 · 4 min read
Tax & Invoicing

VAT, Sales Tax, and Digital Goods: A Practical Primer

Selling software across borders means running into tax rules that were never designed with software in mind. Here's the shape of the problem.

August 19, 2026 · 4 min read
Checkout

Designing a Checkout That Doesn't Lose Sales

Most checkout abandonment isn't about price. It's about friction, trust signals, and a handful of specific, fixable design decisions.

August 14, 2026 · 4 min read
Subscriptions

How Subscription Dunning Actually Works

A failed renewal charge isn't a lost customer — it's a state machine problem. Here's what a real dunning process looks like end to end.

August 11, 2026 · 4 min read
Merchant of Record

Merchant of Record vs. Payment Processor: What's the Difference

A payment processor moves money. A merchant of record stands behind the sale. Confusing the two leads to picking the wrong tool for the job.

August 6, 2026 · 4 min read
Merchant of Record

What 'Merchant of Record' Actually Means

The term gets used loosely in payments marketing. Here's what it actually changes about who's liable for what when a sale happens.

August 4, 2026 · 4 min read