I haven't seen the logo before, to the best of my recollection.

I wonder...is there any way it could be from the time around the grand opening? Apparently, when the Horseshoe opened, Benny only owned the bars and restaurant?

Screenshot from Over50Vegas.com...click the link to go to the Horseshoe page, and there are more grand opening photos

https://over50vegas.com/128_Fremont_Horseshoe_various_.html