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Notes on scheduling

Why finding a time is still hard, what the tools get wrong, and the small decisions that make a booking link feel considerate rather than presumptuous.

Two people talking across a table

Etiquette · 25 October 2026 · 8 min read

Is sending a scheduling link rude?

It is one of the few genuinely contested questions in office software. One side sees a courtesy; the other sees a small claim to being the more important person. Both are describing something real — and the disagreement tells you how to send one well.

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More writing

Drafts in progress — the structure below is the template each will follow.

Availability · Draft

Why your availability is already out of date

Between writing "I'm free Tuesday at 2" and the reply arriving, something else has usually taken the slot. A look at why listing times by hand fails, and what has to be true for a link to do better.

Across companies · Draft

The problem nobody has solved: finding a time across two organisations

Booking links work when one person is doing the asking. Put three people from three companies in a thread and everyone falls back to email. Why the link model breaks, and what the partial answers look like.

Setup · Draft

Buffers, notice periods and the settings that quietly hide your calendar

The most common support question about scheduling tools is "why is this slot missing?" Usually the answer is a setting doing exactly what it was told. A guide to the ones that surprise people.