Assuming you somehow use up your original data cap in… Let’s say one incredibly data intensive day somehow. That leaves you with (30 days * 24 hrs/day) * 3600 seconds/hr * 256,000 bps = roughly 660 gigabytes. So I guess that’s probably the limit? Plus your original cap.
Applications like signal are encrypted at rest on your device as well - https://security.stackexchange.com/questions/277330/how-does-signal-protect-data-on-the-device-from-unauthorized-access
I gave it a run on Ubuntu touch with a fair phone like 8 months ago… It was still pretty rough then.
A vacuum sealer would be more robust and look less janky than a Ziploc bag. You can get a used food saver for cheap!
He’s doing a huge standup tour right now actually. Not sure if that’s what you mean, but worth checking if he’s got a show near you.