"Rolling" in the context of stropping is different. That's when, as you draw the blade, edge trailing, across the strop, if you put too much downward force you compress the leather and as the edge comes off of it it pops back up, rubs against the edge, and effectively puts an obtuse microbevel on the blade. The softer the leather the worse the effect.
Edge rolling in the context of use is when the edge literally folds over sideways along the length of the edge in small places. Depending on the type of steel, this can often be corrected with the use of a steel or some sort of non-abrasive burnishing tool to stand that edge back up.
Two different animals. You're pretty much only going to see the use of the term rolling over in the context of stropping in this sub-forum. Just about everywhere else on Bladeforums, folks will be talking about edge rolling as described in my second paragraph above.