My solution to not contaminate my current setup was to flash Trisquel 9 MATE iso to a flash drive which I then would boot using 'Try trisquel without installing' I would then need to add the PPA, the key, install the package, then run the jailbreaking program.

Why don't you install Trisquel 9 (and the PPA and the key and the package and...) once and for all on that flash drive?

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