Yes, verbose mode (-vvv) work with remote option (-r).
See my other server that is not having the problem I reported:
root@ubuntu:~# asterisk -vvvr
Asterisk 220.127.116.11, Copyright (C) 1999 - 2013 Digium, Inc. and others.
Created by Mark Spencer <firstname.lastname@example.org>
Asterisk comes with ABSOLUTELY NO WARRANTY; type 'core show warranty' for details.
This is free software, with components licensed under the GNU General Public
License version 2 and other licenses; you are welcome to redistribute it under
certain conditions. Type 'core show license' for details.
Connected to Asterisk 18.104.22.168 currently running on ubuntu (pid = 2664)
Verbosity was 0 and is now 3