I VERY rarely enter my transactions manually, so I just do the import each day (or almost every day) so it doesn't take much time. That's how I knew about the odd $139 from
Amazon. I like to think I'm frugal, but I'm probably not as much as I'd pretend, so having buckets of expenses allocated and letting YNAB tell me if I'm depleting something just works for me -- ESPECIALLY dealing with more CCs since I've gotten into travel hacking. I actually tried YNAB once and was like "what?" and then a few years later it just clicked for me. One nice thing is having 5 years of expenses tracked because we are now mostly retired and it helped to see how we've been spending our money and be able to toggle things on or off (like our mortgage and college expenses) from the reporting.
I don't buy a ton of GCs but this is what I do. Vacation, Dining Out, whatever it'll be used for.
I recall reading about how some people create an "account" for GCs they've purchased and then budgeted them if they plan to use them for a variety of things. I don't MS, so my GC usage is pretty straightforward.