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Lets say you are right and the correct interpretation is:

"and if everything goes well, maybe you won't need to vote for me again"

Trump would be term limited, so they would not be able to vote him in as president again anyway. That is why this interpretation does not make sense to me.

It would just be a useful reminder of that fact. Remember: you're trying to sell voting to someone who doesn't normally vote. It's easier to sell it as being a one-off thing versus sell them on voting in all future elections.
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