I can't say I know every detail of the case but I don't recall anyone getting killed or even hurt by Mr. Ulbricht so in my mind the punishment does not fit the crime. IMHO the death penalty should be off the table completely (go Nebraska!) and life in prison reserved for only violent offenders. You can argue that he enabled people to harm themselves but I think that's stretching it. If people want to take drugs, even take too much drugs their going to get it somewhere. If drugs were legal and treatment of abuse the focus instead of punishment Silk Road wouldn't have existed in the first place.
Still, IMO it is reasonable to bring that up as a character issue.
http://thecriminallawyer.tumblr.com/post/19810672629/12-i-wa...
Basically, if the undercover cop suggests X and you say no. Then come on nobody will know, and you say no. And then they spend the next six weeks convincing you it's a good idea, then that's entrapment.
The issue is he was on a sting for over a year and that's plenty of time to cross the line.
Of note, asking several times and catching someone at a moment of weakness is not entrapment. So, if you have been clean for 10 years then you’re out of luck.