actully, the time to be the *most* cautious is when your confidence level starts to go up. becuase thats is when you start pusihing yourself a bit more, and your concentration can start to slip a bit.
the real answer to your question is kinda subjective. some people are comfortable with an upgrade pretty quick, others a lot longer. I'd be more concerned with MILES you put on the bike rather than time you've had it.
LISTEN TO SLAYER
AIM: chR1s sedition
2003 R1 (black / red / hell-fire)
"All black, no bling"