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My question for discussion is- when or at what age does one stop being stingy and start "living"?

Set a goal. Occasionally reasess to see if the goal is still feasible or desirable. Once you reach the goal, then you can enjoy the benefits.

Saving just for the sake of saving is completely pointless.

For instance, a goal could be "Live year-round near the beach and not run out of money before I die, without having to use an annuity." It should be possible to calculate the price of beach-front property, taxes, living expenses, long-term care insurance, etc. The precise number will change each year.
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