I think Ars Technica's coverage sums up the judge's thinking very well.
Before the sentence was handed down, the court heard from two parents of young men who died from drugs purchased on the Silk Road.
''You don't fit a typical criminal profile,'' she began. ''It's not TV or the movies in here. You're educated. You've got two degrees, an intact family, and 98 people willing to write letters on your behalf. And yet, we have you. And you are a criminal.''
Ulbricht had been betrayed by his own words, and over the next several minutes, Forrest proceeded to read the most damning passages from his own logs and journals.
'It's still not clear to me why you kept a journal,'' she noted, an aside that apparently produced laughter in the overflow room.
''You were captain of the ship. It wasn't a world of 'freedom'---it was a place with a lot of rules. It was a world of your laws.''
''It was a carefully planned life's work,'' she said, pointing to a 2010 journal entry saying he'd already been thinking about the site for a year. ''It was your opus. You wanted it to be your legacy---and it is.''
Ulbricht's ideological messages on Silk Road boards ''reveal a kind of arrogance,'' she said. ''Silk Road's creation shows that you thought you were better than the laws.''
As for the ''harm reduction'' arguments, the judge could not have been more cutting. She read every academic study suggested by the defense, and then some, and was not impressed.
''No drug dealer from Harlem or the Bronx would have made these arguments,'' said Forrest. ''It's an argument of privilege.''
Ulbricht was focused on harm that could come the user. But most drug violence didn't come from buys on the street, but from ''upstream'' violence that grows as demand grows, she asserted. Believing that the user is the only person affected by drug violence is ''f'antasy, it's magical thinking,'' she said.
As for Fernando Caudevilla, or ''Doctor X,'' the Spanish doctor hired by Ulbricht to give advice to users, the judge read his messages, and found them ''breathtakingly irresponsible.''
Caudevilla told a diabetic that using MDMA would be OK, as long as he remembered to check his glucose levels by setting an alarm. In another message, he advised an 18-year-old first time drug user to ''be careful and I think you'll be fine,'' and to ''stick to psychedelics.''