Well, I have a budget, or at least a price range in mind, when I decide to address something audio-related. Although I often buy used, I have made the occasional new purchase, if I felt it was worth it (eg: ART DI/O, which was better than the products available used at the time, within my budget).
But, this is a lifelong hobby for me. I expect to spend money on my hobbies. So I don't play the lifetime expenditure game ... anymore than I would add up all the cost of all the food I've eaten. Life is short and although money is scarce, it's useless when the deal is done. I would hate to go to my grave wishing I'd listened to more good music on good equipment.
HiFi helps me enjoy my time here, and it's money well spent, as far as I'm concerned. As for the expenditures? No regrets.
I save that for cheap tools that break, products that don't do the job or last, kitchen appliances no-one uses, and all the other errors we humans are likely to make with our dollars.
If you're married and getting flak, just threaten to go to the closet and start counting dresses. Assume $100 a pop, and see where that takes you. The ones she gave to Goodwill? They were $100 a pop too.
WC Fields:
" Bartender, did I spend $100 here last night?"
"Yes, you sure did sir."
"Good. I was worried I lost it."