blew the same one out behind the flywheel twice on my first engine build. had to pull the motor twice. and they do make a tool for installation, drives on the lip and has a shoulder the inner diameter of the plug so it drives in straight and you don't hit your block.
just like the grease cup for your front spindles, they make a tool to drive those on too. every time I see someone drive one on with a hammer or channel locks or what ever is handy I think the hammer mechanic I used to be.