My opinion, no on generator, rarely lose power with underground lines and when do it’s for a very short duration. Yes on portable A/C assuming you have adequate space in new home to store it (back corner of walk in closet would work). A/C would be nice to have as insurance in unlikely event your system fails during hot and humid season (it happens) and could also be used to cool off bedroom for sleeping during shoulder seasons when it’s not necessary to cool whole house with central air.
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