The question is how do you raise both outgoing expenses and regular pledged support? Let me suggest a couple of scenarios.
The first scenario is you always begin by asking the prospect for regular pledge support because that’s what you live and depend upon. Keep in mind pledge support can either become monthly, quarterly or annually. Now in this particular scenario the prospect can come on back and say that they are in no position to provide you pledged support. At that point, I would ask them for a special gift for outgoing expenses.
The second scenario is that you ask for regular pledged support and they provide that, and I would tend to come back at a later date and thank them for their regular pledged support but indicate there is another way they can assist you and that is through a special gift toward, your outgoing expenses.