Personally, I don't do selfings and I don't usually buy them either. I bet an outcross will show you a better germination rate.
Hard to say, and lots of variables. I think there's more problems with different techniques/agar formulas and species differences before inbreeding depression issues set in. Even outcrosses of randsii, venustum, and parishii are notorious for poor germination. I had (at Troy's) selfings of lowii, philippinense, and supardii that have yielded very good results.
Actually poor germination may not be an accurate description of the poor fecundity of this roebelenii selfing (or the venustum for that matter), rather than high mortality of germinated protocorms. Basic fertility does not seem to be the issue as opposed to protocorm vigor. Sometimes there is a catch 22, that they seem to be more susceptible to contamination, so stronger sterilization methods are used, which decrease the odds of successful germination. All of the above could be related to inbreeding depression too for that matter.