Try out sentences that indicate that you want to take some time off from work. Some examples you can try are:
Post a sentence and the app will tell you if you are applying for leave or not. This is a sentence classifier. I adapted the code in this YouTube tutorial by Johannes Frey to make this application. I trained it on around 3200 messages posted on Qxf2's 'leave' Skype channel. There is definitely a bias in the training dataset. We live in India and our English is different from say someone in Australia. Similarly, certain words seem to throw the classifier off and it is fun to discover these words and just add them randomly to your messages.