Does the existence of so many different conceptions of free will make free will an unhelpful term?
Often, yes. If one is clear about the precise way one is using the term (as many are not) then it can be helpful.
How do you know that?
Also, how do you know that those conceptions of "free will" are actually about free will? For instance I could say that I conceive of "free will" as being deserts involving yellow fruits and dairy and the existence of banana cream pies would confirm it. Would that qualify as proof?
How do I know there are many different conceptions of free will?
Because people have advanced different conception of free will in papers and books, and I have read some of these papers and books.
How do I know that these are conceptions of free will?
As a competent speaker of English, I know what English words mean. Pertinently, I can tell when they are being used wrongly (How I can tell is a quite different question). So I can tell when the word 'free will' is being used wrongly. I do not think that the word is being used wrongly in many of these conceptions of free will. My confidence in my competence is amplified by the fact that others agree with me. It is very difficult, although perhaps not impossible, for a community to be completely wrong about what a word means. That is because the meaning of a term is typically fixed by how that term is used in a community.
How do I know some conceptions of free will are coherent and some not?
A conception of free will is coherent just in case it could possibly be instantiated, assuming fairly uncontentious background assumptions. Some conceptions of free will could not possibly be instantiated, because they require of free will impossible thing, on fairly uncontentious background assumptions (classical logic, for instance).
Here's an example: one conception of free will has it that the exercise of free will must
both reflect an agents character, and be such so that the action the agent performs is to no extent pre-determined. Such a conception is impossible to instantiate, and so incoherent.
How do I know that at least one of the coherent conception of free will are instantiated?
There are conceptions of free will which are instantiated if the world is deterministic, and conceptions of free will which are instantiated if the world is indeterministic. The world is either deterministic or indeterministic. There, at least one coherent conception of free will is instantiated.
Doesn't philosophical skepticism win out in a rational debate making philosophy pointless?
No.
By philosophical scepticism, I suppose you mean the thesis that we don't know anything. Even if this were true, we could still fruitfully engage in philosophical debate and the empirical science. However, our aims would not be knowledge, but rather justified beliefs (or defensible theory choice, or coherent belief sets, or any other such thing).
In any case, it is not true. There are many solution to scepticism (of this sort) in the literature. The one I favour is externalist: as long as we are in roughly the world we think we are in (I.e. we are not brains in vats), then we know roughly what we believe we know. One reason for this is that we should reject something called the KK condition: we don't need to know that we know that P, in order to know that P. [where 'P' is some proposition'].
In general, the correct response the sceptical hypotheses is to revise ones epistemic theory, rather than endorse the hypothesis.