Yeah that tracks - Solid approach. Two tweaks that kept me sane: on a Mac, hit the Duplicates album first to merge, then use Smart Albums like “This Month – not Favorite – not Hidden – not Screenshots” for a quick triage pass, and toss receipts/docs into Hidden so they don’t clutter memories. Also, Time Machine only backs up originals that are on the Mac, so set that machine to Download Originals for your Photos Library or do an annual full export to the drive.
That approach works for most cases with the OLED too. i would just close the case and gently press around the lid to see if anything is contacting the sticks or buttons, especially if your case has a game card flap or mesh pocket that can sag. If you feel pressure, shift the strap like you did or remove bulky items in the pocket, and consider taking off thumb caps before packing. Also make sure the zipper track is not touching the edges since the OLED is a hair wider.
