The court won't recognize printing out a few pages will cause undue stress on his printer. Printers are made to print hundreds and hundreds of papers. Got a shitty printer? Go to a supplies store and add the bill to the damages if you're so confident.
He also admitted that he made sure the documents would be picked up by your standard employee which would not recognize the significance and get the forms to the legal department in time, in which the court would probably rule that he purposefully ensured that Microsoft would not have a plausible amount of time to respond.
Third, he gave them 24 hours to respond to a victory dispute (again sending it to a chump, not their legal department), which, for a big company like Microsoft, just may not be enough time to filter through the documents. It's like mailing out a form to the other side of the country (a minimum of 5 days to reach destination in Canada), and saying "If you don't respond to this within 24 hours of me writing it, YOU LOSE!"
Getting turned down from a job due to aspergers is actually viable depending on the job. Take a call center, where you talk on the phone all day, or a sales representative, where you need people skills to make a sale. If you're turned down for that job, the company is allowed to say "Unfortunately, he had asperger's, it displays heavily anti-social behaviour that does not fit well with the mandate of this position, it would be a bad business descision." which is true, and the decision is no longer "He's a freak" or "He's different" other than"He won't be able to do his job to our level of satisfaction"
Sorry, dude's got nothing
EDIT: Seriously, when was the last time you saw a Lawyer in court say "Sorry your honor, I wanted to be considerate to our printers, so I didn't print anything out"
EDIT 2: The court will also take into consideration the number of times Stebban has pulled stunts like this, which is alot according to the article. The Judge will likely look at this and say "You tried this shit X number of times this year. I'm sick of it, stop trying to screw people on technicalities"