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You can make dovecot and maildircheckpw-dovecot offer user-controlled mailboxes and regular mailboxes at the same time.

This is a horrible solution. It is not recommended.

In /usr/local/etc/dovecot.conf, change default_mail_env to this.

default_mail_env = maildir:%h/Maildir

Restart dovecot.

/usr/local/etc/rc.d/dovecot.sh restart

Make sure checkpassword is in /usr/bin or /bin.

which checkpassword && ln -s `which checkpassword` /bin

Periodically, make sure there is a symlink from Maildir in each user-controlled mailbox.

For example, create /usr/local/sbin/hack-maildirs like this:

for d in /home/*
do
  for md in "$d"/Maildir-*
  do
    if [ -e "$md" ]
    then
      [ -e "$md/Maildir" ] || ln -s . "$md/Maildir"
    fi
  done
done

...and add this to /etc/crontab:

0 * * * * root sh /usr/local/sbin/hack-maildirs