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I would like to code a fully functional Twitter retweet bot or something similar from within Pythonista, but I want to know if it is even possible with Apple's sandboxing restrictions?

Totally. I wouldn't try to run the bot permanently on iOS, but you can definately do development and short-term testing from Pythonista. Pythonista comes with a twitter module included.

you can basically do anything you can do with python in Pythonista. There is just the multitasking restrictions and file write restrictions to only inside the apps documents dir.