Hi Columba,
I think all your ideas are great but I can't really comment/connect with them because I am not self employed, and I have no opportunity to train/be trained in any areas that would benefit from a "guild" type industry. Further, as the economy increasingly is concentrated and merged to become a monopolistic one, I see that self employment will become harder, not easier. Not trying to be pessimistic, just realistic. But for those that do exist, starting a catholic network of catholic businesses is a great idea.
Apart from this area, which you seem to be very focused, what else can we do? Certainly the realm of employment is not the only thing we can "re-Catholicize".