We are contemplating a full site re-org for user experience purpose. At the same time, we would like to start incorporating directories and are considering changing our url structure to support the directory display. Example:
/lined-envelopes.html (all cats/sub cats live off the top domain)
/envelopes/lined-envelopes.html (all sub cats live off of categories that live off the top domain)
If we follow through with this transition it would be a major overhaul and would require 301 directs on basically all our legacy URLS.
Are we setting ourselves up for failure or a major loss of traffic. Or is this a common task with upside?
We'd be grateful for your expert advice.