Hello there,
To start with, i want to automate uploading meshes using python in roblox to save some time.
I searched about it but didn’t find a thing , i hope you give me a answer and Thank you for reading!!
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I think you should start with PyAutoGui, read around the docs and try seeing what you’re able to do with it. To access the roblox website, you can use Headless Chromium, for Node JS, there is something called Puppeteer which allows you to do this, so I’m sure there is something similar for python.
Side note: Make sure what you’re doing abides ToS!
Edit: I’m not good with python, and rarely use it so take this as a small tip rather than a starting point and have someone better than me in python in this thread give you the rest 
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You can mass upload meshes all at once using asset manager’s import feature if you wanted to select and import more than one mesh from a folder at once. - Asset Manager | Roblox Creator Documentation
See @acuaro’s reply if you want python.