Friday, October 30, 2026

The Coaching Times

The daily read for coaches, consultants and speakers building a business on what they know.

The Argument

A Reader Disputed an $80 Subscription. The Writer Ended Up $25.20 Down.

One publisher posted the full receipt this week. The arithmetic of a chargeback is worse than almost anyone selling a membership assumes.

The Room·October 18, 2026·3 min read
Laptop on a kitchen table showing a payment dashboard with a disputed charge, beside a notepad of handwritten figures

A reader bought an $80 annual subscription, then went to their bank and disputed it. The writer didn't just lose the $80.

The payment was pulled back, and the Stripe account showed another $25.20 in charges tied to it: a $15 dispute fee, $2.13 in processing costs, seven cents for Radar Plus, and an $8 Substack fee.

That is the number worth sitting with. A customer removes $80 from your business and the removal itself bills you another $25.20.

The writer published the whole breakdown on Substack this week, under a headline asking why Substack's writers are left paying the penalties. The same post contains a second case: a subscriber disputed four separate $8 monthly payments — $32 in subscriptions — and because Stripe charges $15 for every dispute, those four disputes cost $60 in fees alone, nearly double the money in question.

A disputed $8 payment leaves the seller owing $15 before any other cost is counted.

Why it lands on you

The mechanism is not a Substack quirk. It is how Stripe Connect works, and most coaching platforms, course platforms and membership tools are built on the same rails.

Substack is integrated with Stripe through "connect" accounts, which means individual publishers are the merchant of record responsible for refunds and chargebacks. Substack states that it is unable to cover dispute charges for that reason.

Merchant of record is one of those phrases that sounds like paperwork until the day it costs you money. It means you are legally the seller. The platform takes its percentage; you take the penalty.

The trap inside the fix

Say you want to fight it. Here the maths gets genuinely strange.

Stripe charges $15 the moment a dispute arrives, no matter what you do. Counter it manually and you are charged a second $15 fee, returned only if you win.

The alternative is Stripe's automated tool. Use Smart Disputes and the counter fee is waived — but if you win, you are charged 30% of the recovered amount. You pay nothing on disputes you lose.

Apply that to the $80 case: a writer who wins back an $80 payment through Smart Disputes still loses $39 of it to the $15 dispute fee and Stripe's $24 cut.

Win, and you keep $41 of your own $80.

The practical conclusion for anyone selling coaching memberships: a refund you grant yourself is almost always cheaper than a dispute you win. Make the refund link easy to find. Make the billing descriptor recognisable. Email before the renewal, not after. Every unrecognised charge on a card statement is a $15 minimum liability sitting in your calendar.

The date to put in your diary

Buried in the same conversation is a policy change with a deadline, and it is verifiable.

Starting December 1, 2026, Substack calculates, collects and remits sales tax or VAT on paid subscriptions on publishers' behalf, at no additional cost. It turns on automatically for every publication with payments enabled — there is nothing to switch on. Substack's published guidance doesn't describe an option to decline the arrangement while continuing to sell paid subscriptions.

The service excludes publishers based in Brazil, Mexico, Malaysia, India and Thailand.

Two settings matter before the date. Substack maps your subscription to tax categories based on the content types you select — written content, video, live streams, podcasts, voiceovers, private community access, and digital perks. For a coach, that distinction is not cosmetic: a text newsletter and a paid community with video calls can sit in different tax categories.

The second: inclusive pricing, where tax comes out of your price, is only available to publishers based outside the US and Canada. US and Canada publishers have tax added at checkout.

Which means American coaches should expect subscribers' renewal totals to move. One worked example circulating among publishers: a $7 subscription and a reader in Germany at 19% VAT. With inclusive pricing, roughly $1.12 of the $7 goes to tax. Without it, the reader pays about $8.33 and you keep your $7 before fees.

The platform fee stays at 10 percent.

The tax change is, on balance, a gift — compliance work handed off for free. The dispute fees are the opposite. Both arrive on the same dashboard, and only one of them sends you an email.

Sources

  1. Substack Is Worth $1.1 Billion. Why Are Its Writers Left Paying the Penalties? — Mark A. Shryock (Substack)
  2. What happens when a subscriber disputes a paid subscription on Substack? — Substack Support
  3. Upcoming changes to tax on Substack — Substack Support
  4. Substack Takes Over Sales Tax, Raising Renewal Questions — Subscription Insider
  5. Substack Takes Over VAT From December 1 — Letters by Burk

Editor’s note: Every coach running a paid membership is a merchant of record and almost none of them have done this arithmetic. One documented case plus a dated, verifiable policy change.

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