Abundance

I think generosity comes from a place of fullness, abundance.  This doesn't though mean that materially rich people are more likely to be generous nor that materially poor people are less likely to give.  Material comforts can make someone feel successful but a feeling of abundance comes from a sense of how blessed you are no matter where you are or what you have.  A bum without penny to his name can feel abundance and a multi-millionaire can feel empty and alone.  Abundance is appreciating where you are and who you are and feeling content with that and the journey that God has you on.  Not lusting after someone else's "sexier" path, but seeing your path and actually in time coming to see it as the "sexiest" path, whether anyone else gets it or not.

This sense of abundance must be cultivated and maintained.  It is unlikely to develop on its own in the same way that a vegetable garden is unlikely to develop in the midst of your lawn.  In order to create such a garden you would have to clear ground, create a boundary, plant seeds, water, weed, water, and so on.  Abundance must be lived and cultivated by leaders if they desire their followers to display it.

You are on an absolutely unique journey, like nothing anyone else on earth is meant to do.  God made you especially to do it.  When you find the path of that journey and stop trying to walk on other people's paths you will find, among other things, abundance.  It will become easy for you to give to others and encourage them.  You will see how your help and encouragement might help them find or stay on their path and help create or maintain abundance in their life.  It feels good.  It improves the world.  And it makes God smile in the faces of those you meet!