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Problem with this is , if I'm a user/subscriber to this service , I know that what I was getting is a coded generic messages from an programme. The novelty factor can push this initially and some would even sit and chat for a while but the sustainability factor is a big challenge. After a while , probably after four five chats , the user would not respond even if the programme makes the first move. Let's be real. We don't want to be with a partner of the opposite sex when we know their fake intentions. Rather than keeping a chat based programme a discussion based AI programme may work (Just a random thought I had while typing this ). Like the user would select his fav topics of discussion Cricket/politics/movies/books . If there is a random nudge to the user every day ( number of nudges per day and the time of nudge set by user ) and the user opens the platform and can engage with the programme on the choice of topic he wishes to discuss that day. AI can give him questions or suggest him the same minded people interested in discussing that particular topic, making it a group talk kind of scenario. Don't know if it's feasible to create such a thing or not , but I'm just pouring thoughts from my mind in a raw form. Saying all this, I am still skeptical about what you intend to do, AI saying hi to the user , asking what did you do, how was your day, khana neon Kya ban raha Hain, that would never be something a person would be eager to use. My 2 cents and honest opinion .