Short update on the roadmap:

I want to conduct further experiments with different ML regressors as well as feature encodings. I already made some experiments using Doc2Vec instead of LSI. But this was not very fruitful. A more thorough investigation may improve the bot's judgment further.

I did this and improved the bot slightly. From now on the LSA is not only computed over tokens, but over bigrams of tokens as well.

I also tried trigrams and 4grams as well as skip-grams, but they did not improve the bot's performance.

I'm currently working on the @trufflepig call a pig feature, afterwards I'll focus on the recommendation system.