Community Question Answering platforms such as Stack Overflow help a wide range of users solve their challenges on-line. As the popularity of these communities has grown over the years, both the number of members and posts have escalated. Also, due to the diverse backgrounds, skills, expertise, and viewpoints of users, each question may obtain more than one answer. Therefore, the focus has changed toward producing posts that have a set of answers more valuable for the community as a whole, not just one accepted-answer aimed at satisfying only the question-asker. Same as every universal community, a large number of low-quality posts on Stack Overflow require improvement. We call these posts "deficient", and define them as posts with questions that either have no answer yet or can be improved by other ones. In this paper, we propose an approach to automate the identification process of such posts and boost their set of answers, utilizing the help of related experts. With the help of 60 participants, we trained a classification model to identify deficient posts by investigating the relationship between characteristics of 3075 questions posted on Stack Overflow and their need for better answers set. Then, we developed an Eclipse plugin named SOPI and integrated the prediction model in the plugin to link these deficient posts to related developers (in terms of their development context and expertise area) and help them improve the answer set. We evaluated both the functionality of our plugin and the impact of answers submitted to Stack Overflow with the help of 10 and 15 expert industrial developers, respectively. Our results indicate that decision trees, specifically the J48 algorithm, predicts a deficient question better than the other methods with 94.5% precision and 90.3% recall. We conclude that not only our plugin helps programmers contribute more easily to Stack Overflow, but also it improves the quality of existing answers.