I don't think the "all or nothing" approach is really the best. You have to know if your buttons are big enough, if you're spacing them too tight, if your macros are timed properly... there's going to be trial downloads. A lot of trial downloads.

But the remote is a blank slate; there's nothing that says you can't simply re-load your previous configuration after trying something, until your new one is finished or at least workable.

Don't forget to read through the Pronto FAQ.