Round the corners of each strip slightly using nail clippers. Make sure you don't leave a jagged, part sprocket hole.
Given that you are in Toronto, and it is July, this may be a hard suggestion to follow, but it is best to insert the strips when the humidity is moderate or low.
The non-emulsion side is quite robust, so try to make sure that any contact from your gloved fingers is on that side. The other side is fairly robust as well, so if there is incidental contact between your gloved fingers and the emulsion side, it probably doesn't matter.
Consider nitrile gloves, rather than cotton gloves, if you find the handling with cotton gloves to be too slippery.
FWIW, I don't use gloves at all, but I've been doing this since before Print File were known.
I do heartily recommend a negative cutter like this:
https://www.ebay.com/itm/Film-Cutte...lm-Compact-lightweight-easy-use-/371113609074