Very cute! I like the story that you're trying to tell. However I wasn't able to see how it connected to the theme, even after reading the description.
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The theme is join together, The guy died and just reincarnated and find over and over again his soulmate, if you watch closely the young girl has the same haircut as the old woman, so is like he died in 2021, born again in 2040, and know again his love. So they join life together.
I did not had time to do in the first cut scene he goes up to the sky and just let it go to the world again, so he gives up is afterlife to live again with the girl.