Logan82 - I wouldn't try to mix OSHA with AASHTO. It's hard enough to mix OSHA and building codes for buildings when OSHA standards have to be met in the building...trying to apply an interpretation of a construction safety regulation to fixed guardrail design on a bridge probably won't work. The analysis and design theory behind OSHA's is very much NOT LRFD.
As to why some standard details don't work...couldn't tell you. But I've seen it in the building world, too. It's 'how it's always been done' and nobody stops to consider if it works or not. It might have under a very old code edition, but under new requirements it falls short.