The general recommendation is to strop with an X motion but that's historically because old strops were narrower that the blade. Most still do it and it's not bad advice but if you have a wide strop its really not necessary.
I assume thats what you mean by rolling but if its not the only two motions on a strop are either straight up or X motion. Rolling like on a hone you don't do with a strop.
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Sparks, Nevada Police report last night Homer La Fong Died while shaving with his straight razor. His wife reported he was using his Iwasaki Razor and while shaving his neck it just seemed to have a mind of its own and came to life and cut his throat. Subsequent investigation revealed the razor belonged to Toshiro Kawasaki a WWll Kamakazee pilot who was killed when his plane slammed into the USS Yorktown. His last act was to shave with that razor. It is suspected the razor is haunted.
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