The obvious answer is when I finish one, right? Not so fast, grasshoppers.
I usually have some (at least 3) moleskines in my bag, and that’s without counting the weekly planner, small diary (the large diary is in my desk for journaling), and some cahier.
When I have 15-20 pages left in a moleskine I start a new one because there are notes in the old one which are still useful, and I have to check it from time to time. Yes, I could finish it, but carrying a finished notebook…Then I usually have a brand new one, hacked with post its, tabs… which I keep in my bag so that it gets some wear before I start using it.
Does it make any sense?
Juan in Andalucía
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