I do mine on an as needed basis, but my black leather is tough to deal with, as you can't see what is really going on.
Years ago, I owned a 1981 Porsche 911SC that had a leather dash board...That was a real bear with the Nevada sun granting no mercy!!
Learned about a great leather conditioner called HIDE FOOD. It was supposedly recommended by Rolls Royce. They (Conolly) still make Hide Food, but I don't know if it is the same stuff or???
I found out back then that the real problem with leather wearing out, was really caused by fine dirt that penetrated the hide causing a steady abrasion. Today's leather is a different beast though. I really do not like it, especially in the summers, where you stick to your seats...Ufggh...Hurts like hell. Winters are also bad news, since the leather feels colder than everything else...Meh...thats why I insist on heated seats!