About #1 and #2, please show us output of command:

crontab -l -u root

About #3, seems a bug in iRedAdmin-Pro upgrade script, i will check it and come back to you later.

Thanks for the feedback.

Here is the output of 'crontab -l -u root':

# iRedMail: Cleanup Cluebringer database
# 1   3   *   *   *   /usr/local/bin/cbpadmin --config=/usr/local/etc/cluebringer.conf --cleanup >/dev/null 2>&1

# iRedMail: Cleanup Amavisd database
1   2   *   *   *   /usr/local/bin/python /usr/local/www/iredadmin/tools/cleanup_amavisd_db.py >/dev/null 2>&1

# iRedMail: update Awstats statistics for web
1   */1   *   *   *   perl /usr/local/www/awstats/cgi-bin/awstats.pl -config=web -update >/dev/null 2>&1

# iRedMail: update Awstats statistics for smtp
1   */1   *   *   *   perl /usr/local/www/awstats/cgi-bin/awstats.pl -config=smtp -update >/dev/null 2>&1

# Cleanup Roundcube SQL database.
2   2   *   *   *   php /usr/local/www/roundcube/bin/cleandb.sh >/dev/null 2>&1

# iRedMail: Backup MySQL databases (at 03:30AM)
30   3   *   *   *   /usr/local/bin/bash /var/vmail/backup/backup_mysql.sh >/dev/null 2>&1

# iRedAPD: Clean up expired tracking records hourly.
1   *   *   *   *   /usr/local/bin/python /opt/iredapd/tools/cleanup_db.py >/dev/null 2>&1
# iRedAPD: Convert specified SPF DNS record of specified domain names to IP
#          addresses/networks every 10 minutes.
*/10   *   *   *   *   /usr/local/bin/python /opt/iredapd/tools/spf_to_greylist_whitelists.py >/dev/null 2>&1
# iRedAPD: Convert specified SPF DNS record of specified domain names to IP
#          addresses/networks every 10 minutes.
*/10   *   *   *   *   /usr/local/bin/python /opt/iredapd/tools/spf_to_greylist_whitelists.py >/dev/null 2>&1
# iRedAPD: Convert specified SPF DNS record of specified domain names to IP
#          addresses/networks every 10 minutes.
*/10   *   *   *   *   /usr/local/bin/python /opt/iredapd/tools/spf_to_greylist_whitelists.py >/dev/null 2>&1

# Let's Encrypt recert
#minute hour    mday    month   wday    command
1    4    1    *    *    /etc/ssl/priv/recert.sh

# iRedAPD: Convert specified SPF DNS record of specified domain names to IP
#          addresses/networks every 10 minutes.
*/10   *   *   *   *   /usr/local/bin/python /opt/iredapd/tools/spf_to_greylist_whitelists.py >/dev/null 2>&1
# iRedAdmin: Clean up sql database.
1   *   *   *   *    /usr/local/www/iredadmin/tools/cleanup_db.py >/dev/null 2>&1

The Let's Encrypt script is something I added to automate certificate creation.

For the last two scripts -- both added by this upgrade -- note that I have changed '&>/dev/null' to '>/dev/null 2>&1' because this is how FreeBSD root account silently handles cron jobs (with its default tcsh shell).

If you check file 'tools/upgrade_iredadmin.sh' shipped in iRedAdmin-Pro, it detects /usr/local/etc/rc.d/apache24 first:

elif [ X"${KERNEL_NAME}" == X'FREEBSD' ]; then
    export DISTRO='FREEBSD'
    export HTTPD_SERVERROOT='/usr/local/www'
    if [ -f /usr/local/etc/rc.d/apache24 ]; then
        export HTTPD_RC_SCRIPT_NAME='apache24'
    else:
        export HTTPD_RC_SCRIPT_NAME='apache22'
    fi
    ...

I'm confused.

Thanks. That fixed the problem with the cleanup_db.py script. I think that, at least for the FreeBSD version, python should be included in the cronjob. (This line was added by the most recent upgrade.)

As for the system complaining about apache22, I too am confused. I saw that the upgrade script checks first for apache24, so there should not have been an apache22 error. It's no big deal; the system appears to be working OK now.

Thanks!