So I have a simple metric: Is my money (cash + investments) increasing each week?
If it is, then once every ~6 months, I take a look at my family's spending and see if there is anything we would be happy getting rid of.
If at the end of the month, the spend on each card is higher than those figures I've failed.
With modern apps for card balances, seeing if you're near your budget helps.
The alternative is to get money physically out of the bank and put it into separate envelopes and spend out of the envelopes. You'll be amazed at how your spending habits change when you have to physically hand over cash.
If you are finding that looking down a list of 50 purchases at the end of the month "takes up too much time", I would wonder how much time you spend watching TV and compare the time values. One is surely more important than the other.
So far nothing big (some things on Amazon change price by a few dollars up or down after putting in the order), but I always wince a little when I see someone not bothering at all.
Some people don't seem to mind not really tracking their spending down to an extremely granular level (ie everything) because they make so much money that small outgoings on their bank account are worthless, or they have to dedicate their time to their family and can't be bothered to track it.
That seems odd to me because they could be paying for things they don't need, or odd subscriptions they really could live without. Small subscription services rely on you not noticing the "small" amounts, but many small items make a big item.
I think a spreadsheet to track everything is really helpful to ensure that you are only spending what you need to spend, particularly if you wish to simplify your lifestyle (work less!) and do your proposed lifestyle 2 (need less money to live).