FWIW, I would pull the engine for oil pan replacement.
I agree. It's hard enough getting the dang thing off with the engine on a stand. You have to cut the RTV loose by driving a putty knife in the joint after pulling all the bolts. I'd hate to try to do that laying on my back working around crossmembers or even frame rails.
Besides that, you need to have the surfaces spotless before applying the RTV and you have to prevent oil contamination till it cures (24 hrs is recommended). You can't guarantee that when oil is still draining down from the top end of the engine. It should be installed with the engine inverted.
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