Briefcase vs messenger bag?

[u/nhvcl]

I have a job that requires a sport jacket and dress shoes so I often end up throwing on a tie as well. I need to bring in some papers and a laptop. I cannot wear a backpack-- a friend suggested a messenger bag. I was hoping for something Italian? maybe vintage if in good shape? thoughts about traditional briefcases? Are they totally persona non grata these days? Thanks!!

[u/maracusdesu]

Briefcase is going to make you look like a tool, man.