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Dregan isn't showing up once I updated my game with the save I have been playing for a long time. Should I start a new one?

Yes, this new update requires a new save (unless your save is from 0.22.x or newer). Dregan will not show if you're playing the demo as it is only part of the subbed version.

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It is a save that I have updated continuously with each update. It has been a save that I updated in 0.22 although dregan also didn't show up in that update when I looked at the mission map.

yeah, it was stated that 0.22 needed at fresh save back then which is why your save still isn't working properly. Also, make sure you download the sub version if you want all the content there is right now