Your Calendar Is a Mess
Geoff Teehan

Think about this before you get an assistant.

Having worked as an assistant these are things we usually have to learn through trial and error and walking through fire with the person you support.

I think I do my best work in the mornings, so I try to clear time then to do the work too

You learn early on to try and get this kind of information out of your boss, but usually people haven’t put this much thought into their calendars before. When you first sit down to go over someone’s calendar they are surprisingly protective of all the little idiosyncrasies they have built up over the years, and sometimes it can take weeks to work out what works for them and what is actually just sucking away productivity.

The best advise I can give to anyone working with a scheduler for the first time, or even if you’ve worked with an assistant for years, is probably to read this article and reflect on your own schedule. And then most importantly communicate that with the person supporting you. Assistants and admins become pretty good at deciphering this stuff over time, but having someone really think about these things first can improve our effectiveness exponentially.

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