diff --git a/etc/cron.d/certbot b/etc/cron.d/certbot
index 2afb9ae..600c8a4 100644
--- a/etc/cron.d/certbot
+++ b/etc/cron.d/certbot
@@ -7,4 +7,7 @@ PATH=/opt/certbot/bin:/usr/local/sbin:/usr/local/bin:/sbin:/bin:/usr/sbin:/usr/b
 0 0,12 * * * root test -x /opt/certbot/bin/certbot && test -L /usr/bin/certbot && perl -e 'sleep int(rand(43200))' && certbot -q renew --no-random-sleep-on-renew
 
 # Upgrade certbot monthly
-45  0  1  *  * root /opt/certbot/bin/pip install --upgrade certbot certbot-apache certbot-dns-powerdns pyyaml==5.3.1
+43  0  1  *  * root /opt/certbot/bin/pip install --upgrade --quiet pip
+45  0  1  *  * root /opt/certbot/bin/pip install --upgrade --quiet certbot certbot-apache
+# certbot-dns-powerdns, part of powerdns-tools
+47  0  1  *  * root if [ -d /opt/certbot/lib/python3.11/site-packages/certbot_dns_powerdns ]; then /opt/certbot/bin/pip install --upgrade --quiet certbot-dns-powerdns pyyaml==5.3.1; fi