EasyEngine auto renew Let's Encrypt not working

I know this has been asked here several times before but I simple cannot get it to work with any listed solutions.

My crontab: @monthly ee site update --le=renew --all 2> /dev/null

Also tried: 0 0 1 * * ee site update --le=renew --all 2> /dev/null

What could possibly go wrong?

What happens when you try ee site update --le=renew --all straight in the command line, outside of cron?