There are capacitors between the headphones and the output tube on the Crack, so in the incredibly unlikely event of an arc over tube failure, the headphones are protected. In OTL speaker amps, often times there is a positive and negative DC supply (or two completely isolated DC supplies), and the output tubes are arranged in a stack, where the signal output is taking from that central junction. If one output tube shorts, then that power supply is shorted to ground through your speaker, which is quite catastrophic. Again, this won't happen in a Crack.
The information about plugging and unplugging during startup is completely unrelated. For what it's worth, I've never bothered unplugging my HD-800's when turning on my Crack, and I pre-ordered mine a long, long time ago.