either your weed's not dry enuf, or you arent breaking it up enuf... or the doobie's too tight.

myself, i break up my bud with a perfection that i call "connesiur" quality rolling bud.

when its schwag, i break it up until its a few steps away from powder.

with kine, it really depends on the type, some bud can be rolled without even breaking it up, others you have to break it up to where its individual trichomes leaves and stuff