I am considering to sponsor a development of some particular features in some Open Source tools. I would like the results of the work to be available publicly, and if possible, to be included in the main product line. The features are usually something which is of general use, but not very critical, and no one has currently a plan to develop it. For illustration, imagine I would like to use MinGW for Win32 development, but I miss a post mortem debugging option, I would like this feature to be implemented and I am willing to pay $1000 for it.

Is there some common way how to proceed, or is this wildly per-project dependent? Are there some general guidelines how to contact the product developers, or are there some common meeting places where smart open source people who might interested to participate in such sponsored development meet, which I should visit to advertise the sponsoring option?

Are there some specific ways how to talk about the job to be more attractive to people participating in open source (e.g. it might be more interesting for them to participate in a contest than just to take a payed job, which might have a bit of mundane feel)?

Or perhaps is this something which you think has little chance to succeed, because perhaps money has very little value for open source developers?

Any tips and experiences from someone who has some experience of open source sponsorhip from any side (sponsor or the developer) are welcome.