The rate of depression is growing at an alarming rate. A study found that people are more likely to open up to a talking computer than a human. The aim of this paper is to motivate a person going through low phase of his life and to avoid ill-effects of depression. We propose a chatbot that can enable positivity boosting conversation with the user. The chatbot will personalize its replies as per user to keep the conversation engaging. It is made emotionally supportive by training it over a motivating dialogue corpus. The corpus is extended with the users historical chat data from social media platforms. Tensorflow framework and high power GPU is required by server for training. The advantage of such a system is that instead of reaching a phase requiring a visit to a psychiatrist, an online free service will reach many people, will mediate ill-effects of depression and contribute to the betterment of society.