I'm working with Friendly URLs and have found them to be quite useful and dynamic if you have a good handle on regex.  However, one thing I have found is that the order of the list does matter if it is possible that a url might show true in more than 1 regex match.  However the interface doesn't have an ordering ability (although I noted there are 2 cells after the redirect which might have been or might be for such a feature?  (Yes, I know if my regex was written strict enough this wouldn't happen but I do have a situation where it's much easier to have a loose regex match as a strict match would cause MUCH more complex regex's)

Anyway, to remedy my situation, I found the siteurl.config file and reordered it there and all worked fine (obviously with a site restart).

Any chance of including up/down arrows on a per line bases in the friendly url section of host settings?