Derek says that Carbonite for Mac keeps crashing after it goes to sleep. Leo says to make sure the hard drive isn't going to sleep along with the rest of the computer. Uncheck that option in the power saving settings. The other could be that Derek has a solid state drive (SSD).
The chatroom agrees. PippyDan had a similar issue and he turned off the hard drive and it never happened again.
Carbonite is a sponsor of the show, and if he sends Leo and email to firstname.lastname@example.org, Leo might be able to get him support for this.