dealie: “that’s true chabad doesn’t sleep in the sukkah and if you ask them how it makes sense with Halacha they don’t really have an answer and they say that their rebbi didn’t sleep the whole succos in order to avoid this problem. Which I don’t believe because the Gemara says its impossible to stay awake that long.”
You don’t quite seem like the type of guy that has spoken to enough Lubavitchers to be able to say that “they” don’t have an answer – something which I don’t find very believable considering that the Rebbe offered a long sicha as well as many letters on the subject. The only one who didn’t have an answer on this subject was Rabbi Tzvi Kahana, who was left wordless when the Rebbe launched on a 20 minute (!) disciplinary speech during sunday dollars about why Yidden ought to stop complaining about this minhag when the greatest Gedolei Yisroel from the times of the Mitteler Rebbe [1773-1827] who were close with Chabad, such as R’ Chaim and Itche Volozhin, said absolutely nothing of the matter although they were obviously fully aware of this minhag (which, by the way, is also prevalent in Belz as well as other circles).
And before you start quoting the medical statements from the Gemara, it would do you well to know that certain health related statements mentioned in Rambam and Gemara do not apply in a physical sense, due to the change in human nature. Ironically, the Rebbe has a long sicha on this idea which you wouldn’t regret studying.
PS. I don’t know if coffee or anything of the sort was around in the times of the gemara, but I may be wrong….