Out of sight, out of mind?
There are two schools of thought on this. I wrote about the Tony Robbins version in my post above. Basically it says you need to start giving now, when you don't have much yourself, so it becomes a habit. If you wait there will always be an excuse not to give.
The other school of thought is the Warren Buffett one: concentrate on accumulating wealth and then give it away later. He is a big part of the Giving Pledge.
In Buffett's case, it probably does make more sense for him to use his investing skills to increase the money as much as possible before giving it away. I have no such skills, so I think choosing good charities and helping them as much as I can is the better path.
As part of my 'give automatically' plan, I am going to double my charitable contributions from this month. Much like investing, this automatic giving happens month in, month out, and after a while you don't even notice it anymore.
How about you? Do you give to charity? Is it something regular or just when you remember?