May 23, 2026 · 2 min read

Claude vs ChatGPT for small business automation

Toby BanksFounder, Skillzy

The dispatch

New listings, creator interviews, the occasional discount. Every other Friday.

If you run a small business and want an agent doing real work — quoting, replying, summarising — you will end up choosing between Claude and ChatGPT. Here is the version without the benchmark charts.

Where Claude wins

Long, structured instructions. SKILL.md-style files were practically designed for the way Claude follows multi-step instructions and respects tool boundaries. If you are buying drop-in skills, Claude is the path of least resistance.

Where ChatGPT wins

Install base and familiarity. Your team probably already uses it. Custom GPTs are a low-friction way to get a non-technical person running a skill without touching a settings panel they fear.

The honest answer

It matters less than the skill itself. A well-built skill ports between both. Pick the one your team will actually open every morning, then buy skills tagged for it.

Featured listing

Review Responder

Replies to Google reviews in your voice. No "we strive to."

Customer review responder · $9
Featured listing

Daily Summary Email

One email at 7am with what mattered yesterday. No clutter.

Daily summary email · $12

Liked this? Get the next one.

Field Notes, every other Friday. No spam.