The embodiments disclose a system and method of generating personalized recommendations to alleviate loneliness including detecting, collecting, and organizing user information related to loneliness including sensing user information associated with a users loneliness in a way that the user may remain anonymous, using user information to compute a user loneliness profile, using the user loneliness profile to compute one or more loneliness alleviation recommendations, presenting the one or more loneliness alleviation recommendations to the user, analyzing effectiveness of the one or more loneliness alleviation recommendations, using effectiveness analysis results and a users loneliness profile to compute and store updates to databases and algorithms that compute all users loneliness alleviation recommendations, converting a users updated loneliness profile from updated user information and one or more loneliness alleviation recommendations effectiveness analysis results and using the updated user information and updated user loneliness profile to compute one or more updated loneliness alleviation recommendations.