Always oil the wheel first, even on new cutters.

Honestly the real fear is sending the wrong file to a client on purpose. Like I've almost attached the "notes for boss" version instead of the clean one.

Might be the linseed oil reacting with something already on the bark. If the tree had any leftover moss or algae, the extra oil could have just sealed in moisture instead of drying. I've seen that make a sticky film that never cures right.

Wait, didn't I see a video where someone filled old plastic bottles with sand and put them in the bottom of their pots for extra weight? It seems like a cheap fix if you don't want to drill into your railing. But you're totally right, if the whole thing isn't tied down, a strong gust just takes it all. I guess it's one of those things you don't think about until you're picking dirt and plants off the sidewalk.

Consider charging a late fee, it really changes client behavior fast.