Not directly though but through his lawyer, Ross Ulbricht passes written notes to his lawyer but before that the lawyer will change/edit some words for him not to have any legal issues. As on how Ross can analyze charts you can see that the lawyer might have given him printed copies of Bitcoin's latest chart where he can do his analysis by paper and then later on be scanned by them. As for his analysis I don't know why he is analyzing Bitcoin's chart on a long term period, from 2012-2019, since we all know that makes anyone's analysis for Bitcoin more inaccurate given that we are on a volatile market we really don't know where Bitcoin will be headed not unless we look at charts on a shorter time frame.