2. Why not? It depends on your profile. If you have a good professional profile, you should obtain that kind of visa without problem.
3. It also depends on your profile. The Consulat could ask you an hotel booking for your first trip, but require no further documentation for the following trips you envisage. Explain the Consulate exactly what you want to do and it should not be a problem.
Schengen visa insurance plans accepted by all Consulates - Subscribe with or without credit card