Happiness For Humans by PZ Reizin

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Don't tell anyone, but Jen is one of my favourite people.(Machines aren't supposed to have favourites. Don't ask me how this has happened.)Jen is sad. Aiden wants her to be happy.

Simple? Except that Jen is a thirty-something woman whose boyfriend has just left her and Aiden is a very complicated, very expensive piece of software.Aiden knows Jen inside out. With access to all her devices, he knows her most played song, can find her favourite photos and single out the insta-quotes which most inspire her. Based on observations and unique algorithms, he has calculated that Jen should find a new man to achieve optimum wellbeing.

And with the whole of the internet at his disposal, he doesn't have to look far to find a perfect specimen and engineer a meeting. Except Jen seems to be remarkably unwilling to fall in line with Aiden's flawless plan. Can a very artificially intelligent machine discover emotional intelligence in time to fix Jen's life? And find out what exactly does make human beings happy?