If you were pulling it on frontwards,it should slide on relatively easily;it may be necessary to use a Handyman and pick up that corner a little to get over an edge,but if you keep pulling,the jack will rock forward and set the drum/backing plate down on the other side of the problem spot. (The drum MIGHT just roll along.) No big deal.
Speed


1954 GMC 350
1957 GMC 1/2 ton
1962 Chevy C-30
1952 Chevy 6400 dump bed project truck
'98 Harley FLSTC
'66 Pontiac Catalina
'76 Chevy 1 ton Duallie
'84 Bronco II
'78 Dodge W-200
'81 Toyota 4X4 truck