We too give [what we like to believe is] generously. However, we have no debt, other than property mortgages. If that weren't the case, then generosity would have to be cut back significantly. Actually, that's not really true. *Financial* generosity would be cut back, but we'd try to ramp up the other ways in which we give. We'd clean grandma's house monthly ourselves, for example, or scour Craiglist to find cheap items to help replace those lost by the nanny for well less than $250.
So to me, it all depends on your current situation. The fact that you brought it up at all suggests that maybe you are having some doubts, in which case I'd encourage you to look for cheaper or non-financial ways to give. A unexpected day off for the nanny likely costs you nothing, but is still a meaningful gesture. Cooking some meals that are easy to reheat and putting them in grandma's freezer costs very little but likely adds tremendously to her quality of life.