No way, certainly not! As long as you keep the top end of the hose submerged at all times, and the lower end of the hose connected to a racking cane (the kind with the little spring valve at the tip), you can move the racking cane from bottle to bottle 50 times to bottle all your beer without having to re-establish the siphon.
Siphoning is not difficult to do. Maybe a little difficult to understand, but the main thing to remember is to keep the top end submerged at all times. And it certainly helps to have a valve on the lower end, as opposed to using your thumb to stop and start flow over and over.
Perhaps I am confusing the terms "racking cane" and "bottling wand"? Yeah, maybe that's causing the confusion. Sorry about that. Substitute "bottling wand" everywhere I have said "racking cane" above and things might make more sense to ya'll.
Cheers and good luck!