cantoresq, shaduchim is a whole parsha upon itself. Let me rephrase your question: how easy is it for a regular yeshivishe Joe to be m’shadeich with a well known respected yeshivish family? You cannot extrapolate shiduchim with general attitudes. Every person has their own unique shidduch requirements. As Yeshivish as I may be, I don’t expect to be m’shadeich with a Rebbishe family. And nor do I consider that discriminatory or unfair. Some people will not, for example, be m’shadeich with a Ger because they may be afraid of a relapse. This is a far cry from saying that demonstrates such a person denigrates Geirim or holds any less of them.
I’m not in the chinuch business, but I do know that MANY Baalei Teshuvos are in Chaim Berlin, Torah V’daas, Satmar and many other well established “premier” cheder or yeshiva k’tanas. (Truthfully, I don’t buy into these silly definitions of “premier” altogether.) And yes, what I tell you IS reflective of true attitudes. The problem is false preconceptions outsiders have and assumptions they incorrectly make about the community.