When enough, is still not enough!

When is enough really enough? It's so hard to pinpoint, simply because everything has different means of measurement. I find it especially hard, measuring when it come to family. Most people with a large family, parents, grandparents, great grandparents, cousins, siblings, etc. might agree, that when it comes to family, you do the most you can to help them when they are in need, but should there be a limit. Should there, or is a limit to which a threshold is reached and eventually broken?

I wonder, if you continue to help someone, will they learn from their experiences/mistakes? Are we in fact cheating them from their experience?