What I particuarly enjoyed was that yes, changes needed to be spaced out so their SSO etc didn't cock up. As such those 16 password changes took around 45 minutes in total. Always good to charge the client for an hour of wasted time.
I had a client once who, once a month, forced a password change with a 15 password reuse limit. So once a month I logged in, set my password to 'Insecure01' thence 'Insecure02' onward to 'Insecure15' and then back to my good password which I never knew because yay password safe.
I'm not sure if it's a struggle, it's just that my brain takes a while to switch off. I've found that singing to myself in my head helps a bit. But if it gets worse I'll keep that in mind. I'm glad they help you.
Yes, though it has pretty much always been the case for me. My husband (basically the same age) falls asleep in about 3 minutes and I hate him for it :D
I can't answer that directly, but grown-old men such as myself will pick up anything which doesn't look awful wherever we find it because UGH clothes shopping.