When and how do you guys drink expensive versus cheap stuff?

When do you guys drink expensive stuff and when do you guys drink cheap stuff? I fell in love with scotch recently when I tried Glenlivet 12 so I stocked up on like 6 bottles. Costs me a little less than $2 a serving.

I eventually got a bottle of Oban 14 and Lagulavin 16 that I didn’t like too much but would try every now and then. Now I really appreciate the peaty flavor but it costs me around $4 and $5 a serving respectively so I drink them whenever I want to reward myself.

My question is when and how do you guys drink cheap stuff versus expensive stuff? Money isn’t a problem so much but I can be very frugal to myself especially because I can drink anywhere from 3-6 drinks a night. Right now I mainly drink Glenlivet 12 because of the price and I still like the simple sugary taste. I might end the night with the nicer bottles.

EDIT: When I say 3-6 drinks a night, I really mean 3 1.5 oz pours a night if I do drink. But some nights 3 can become 6. With company, 6 can become 10. The problem with having just 1 drink to sip on is that it only gets me a little warm and fuzzy. The feeling wears off and I'm chasing the buzz. I'm also calorie conscious so if I'm not getting something out of drinking, I feel like it's not worth putting it into my system. But yes, I definitely need to cut back.