A. In two words: effective stewardship.  If you are managing the relationship—at every level—your donors will often be willing to give again and again to causes that interest them.  Effective stewardship includes:  thanking, recognizing him or her, acknowledging the donor in both public and private ways as well as providing accountability to the donor for previous contributions.

Keep in mind that the initial ask, the next ask, as well as each and every ask, has to be compelling to the donor.  It should be one which appeals to their interests as you’ve come to know them.  You should know that he or she will say yes, before you ask.  Because, barring unforeseen circumstances, there is no reason for them to say no.