Go ahead and post your full INI so we can see if something strange is going on.
It should be as simple as using " DPS1=Bleed|99 ". If you are looking for a condition so that it only fires when you are above 30% endurance it would just need a condition. " Cond1=${Me.PctEndurance} > 30 "
I do know that bleed misses a lot. There shouldn't be a conflicting disc that fires at the same time. It is a timer 1 which is the same timer as your escape line of discs. I think maybe it is firing but it is getting a miss. Check your combat log for "You activate Bleed." and "Target avoided your Bleed!"
Just for comparison. I have a level 125~ rogue and i "missed" on a level 106 mob in plane of health 3 times before it stuck.