I think I may have found what the issue was. The hard drive was plugged into a dock due to lack of usb-c/thunderbolt ports on my mac mini.
I have plugged directly into the mac now and it looks like I have been able to shut down over the weekend and start my sites.
As for the mailpit issue, I always get the “Missing Mailpit” error that say it will resolve on start up. It is always there though, even after starting sites
