The "War On Drugs" has imprisoned literally millions of people, and done so in a fashion that is both racist (minorities are far more likely to be imprisoned for a drug offense) and classist (wealthy defendants are unlikely to be imprisoned for casual offenses). Furthermore, persecution of drug users targets actions people take that cause debatable harm to society.
If[f] Keys, who is accused of deliberately enabling Anonymous to vandalize the front page of the front page of one of the largest newspapers in the world, is shown to have done the things spelled out in the warrant, then prosecutors will have shown that he:
* knowingly damaged the computer systems of Tribune Corporation
* actually caused 5 figures worth of damage
* did so by abusing a trusted position at Reuters
Keys, who as we can see has exceptional attorneys working on his case, is far more culpable for his actions than a large fraction of drug offenders.
It is indeed a very serious flaw in the CFAA that sentences can "scale with the iterator in your for loop" as your actions cause seemingly spectacular amounts of damage despite no change in your actual criminal intent.
But it's worth pointing out here that that flaw plays a minimal part in Keys potential sentencing. The base level for CFAA crimes (like most larceny and fraud charges) is 6, which merits a 0-6 month sentence. The damage "accelerator" in Keys charges adds 4 points to that level, bringing him to level 10, which is a 6-12 month sentence where conditional probation is allowed. The damage accelerators aren't what's ramping up Keys' sentence --- it's the combination of damage (at any level), cost to remediate, and abuse of his position of authority.
Here's Popehat with a fantastic post on how the sentencing guidelines actually work (I don't think they disagree with Keys' lawyer, except that Popehat goes into more detail later in the article on how sentences are reduced in practice) ---
http://www.popehat.com/2013/02/05/crime-whale-sushi-sentence...