Each of you have become an essential part of my life. Near or far, your love and support made even the most difficult days possible.I also want to thank my fellow members of NTU's Computational Linguistics Lab, for their friendship, for serving as inspiration, for sharing their knowledge, and for the many karaoke parties that made our lab feel like a great big family. To Michael, Sanghoun, Zhenzhen, Giulia, David, Mindy, Kuribayashi, Hanah, Siew Yeng. And a special mention to my dear friend Tuấn Anh, my favorite intellectual sparring partner, and his wife, Van, for her lovely friendship and for putting up with our long discussions over so many cups of coffee.I would also like to give a warm thanks to Kodrah Kristang and the Eurasian community in Singapore. It has been a pleasure to dedicate much of my little free time to the revitalization of Kristang in Singapore. Through this beautiful language I've made many friends -Fran, Kevin, Fuad, Andre, Gerald, Cass, Brenda and many others (some of whom have since parted). They have opened their homes and hearts to me, and made Singapore feel like a true home.And my thanks would not be complete without a special mention to my fellow game night companions -Francis, Quen, Hannah, Arthur, Siew Yeng, Mike, Ning, Rachel. Thank you for the friendship, the competition, and for the most fun way of escaping my dissertation when things weren't flowing. You've helped recharge my soul every time it needed it.Finally, this PhD thesis would also not been possible without the help of multiple generous sources of funding. In particular the work presented here received support from: i) my NTU/Singapore MOE Research Scholarship (RSS); ii) the Singapore MOE Tertiary Research Fund entitled Syntactic Well-Formedness Diagnosis and Error-Based Coaching in Computer Assisted Language Learning using Machine Translation Technology; iii) Fuji Xerox Corporation through a joint research project on Multilingual Semantic Analysis; iv) and the 2 EdeX Teaching and Learning Grant administered through NTU's Teaching, Learning and Pedagogy Division.