Preferred briefcase or pull-along?

For those of you that work from home, travel to clients, court or just have a lot of shiet — do you have a preferred method of carrying your work files, laptop etc. that keeps your life organized but your style rugged chic? (Think Beth from Yellowstone personality lol)

I’ve been lazy and using a plastic bin but it’s just not professional looking and I’ve nearly dropped it 57865457 times.

Pics or links would be helpful. My ADHD decision fatigue is kicking in with blindly online hunting.

I like leather but it’s not required. A shoulder strap or pull-along is preferred since I usually have coffee in-hand and my pet rat with me when I go into the office lol (yes, a little hairless rat is my deskmate) 🫣

Anyone have something they love? Things to avoid? HALP.