What did it in were the semi-annual mandatory feature updates, which restored the invasive settings and bloat I worked hard to remove. Already being acquainted with Linux at that point, I began dual-booting and later having Windows on an entirely separate machine for a few stubborn programs I needed for work.
What made me acquainted with Linux was looking for alternatives after the loss of theming options and the start menu in Windows 8. That eventually brought me to my present Debian setup with the Chicago 95 theme, which recreates (and even improved) the workflow and stability I had grown to love in Windows 2000.
The first time I ever booted into a Linux iso, however, was to migrate files off of my machine, which was excruciatingly slow to transfer files under XP.
Makes me wonder how far the closest alternative, glim, could be upgraded to match Ventoy given the confines of GRUB.
Someone had mentioned that Fedora fails to verify when booting from Ventoy. Now I'm thinking if I could dd the media loaded via Ventoy and compare with an original copy to see what changed.