We are endangered site so we need to ask more questions in order to survive!
I try to ask as many questions as possible, but operating without my expertise range. I'm asking questions targeting European realities, and mostly IT issues.
There are a lot of questions, which are not universal, but they target the particular region (Europe, America, Asia, Africa) or the particular freelance/contractor activity (development, webmastering, translations, tourist guiding, transport). So I suggest, that anyone familiar to particular region and branch should pick a few questions and adapt them to their environment.
For example, a question about IT contractor wanting to find contract in another EU country could be easily adapted as the tourist guide from Mexico who wants to organize city guides in Canada.
We just need a few dozen questions to get started, so anyone who wants this site to start, please join that action!