As summer nears its end, I'm very curious to know what everyone does to handle the rain. For myself, I throw on a pair of rain pants over rubber rain boots with a GoreTex rain jacket.
At my work desk I have an old pair of Toms shoes that I bought at Goodwill that are super comfortable - I slip into them when I arrive and out of them when I leave.
I have a waterproof Timbuk2 saddlebag-style pannier, which I use to bring my lunchbox.
If you're intimidated by riding in the rain, give it a try! It's really quite invigorating and people will think you're either crazy, or a badass. Both seem fine to me!
Raincoat and rain pants that (mostly) cover my shoes. Backup socks in my backpack.
Also, I use a rain radar app (Drops) so sometimes I wait 5-10 minutes for a dry window. However, this doesn’t work as well for convective storms or areas with poor radar coverage.