Hello Ryan,
Regarding the access of the Recurrence Rule at server-side, I would suggest you refer to the following forum thread, where this topic is discussed and sample projects are provided:
http://www.telerik.com/forums/parsing-recurrencerule-server-side
As for your second question - I am afraid that we could hardly provide an efficient assistance on that matter, due to the reason that we are not aware of your application, local environment, business scenarios and the different possibilities and preferences that you might have.
Regards,
Nencho
Progress Telerik