I tried changing over to a wired LAN connection, and now it prints rock solid every time. Something about the older wireless a/b/g connection the printer uses, just doesn't provide the speed and latency required to print.
Yes, I constantly have this issue. It cost me a lot in wasted label paper, does anyone know the proper solution? The printer is connected via a Wifi connection. I get the same behavior whether in MacOS or in Windows (via bootcamp).