As much as his 'not constantly plotting it' is a bit of an odd issue, I do feel like pointing out this isn't like a league trip where Ash can start every episode walking towards it.
I feel we should remember the Comically Serious trope, which could work quite well in SM.
For how this might work, go look up funny interactions with Batman and another character. 85% of the time it is from Batman being serious despite what is going on around him
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