Add progress bar or similar

[Dionysusnu]

There's a few ways this could be done nicely. For example, the current message could be changed like this:
Old: [INFO] Uploading {} to Roblox
New: [INFO] Uploading {} to Roblox (5/250)

Or, we could use a terminal progress bar, like any of the ones from here
I'm happy to submit a PR for this myself. Just waiting for approval from a maintainer so I don't do useless work.