Also for me it sounds a bit like those molehills. When you turn up the speed and clean up on schedule, you set "Flaps up" when passing the green 1 - 20 kts before reaching the upspeed. So, when you are flying upspeed on the dot later on and get some speeddroppings by a few knots - i think that would be no other situation than a few seconds before as you were cleaning up, flaps moving up not having reached the upspeed?!?
Different view: If you're afraid of that you would have to set Flaps up when passing the upspeed mark and not when passing the "1"... or am i wrong now? Rainboe? BOAC?
And i wonder your question now. You wrote you've being told to "bug the upspeed". For me that means: set the bloody speedbug on your bloody upspeed and end of it... where's a problem at all... maybe am too confused after couple of spanish beer yesterdays eve, but well...
250 kts: clearly SOP in my company... its in our bible so as we are all christians we just do what the bible tells us to do