Yahoo vs HealthCare.gov
No question, HealthCare.gov not only deserved a spot on this year's list, but probably will earn a spot when you compile the biggest tech disappointments of the decade.
But it's also interesting to note how little outrage there was surrounding some of the year's other incident's, most notably Yahoo's massive email outage in December. Critics are quick to say the failings in government would never happen -- or be tolerated -- in the private sector. Maybe I missed it, but if that's the case, where were the calls for Yahoo CEO Melissa Mayer's dismissal. (Hopefully, the take away from this list is that things can and will go wrong, or fall wildly short of expectation, no matter how good your management team is; and that it's how you recover and keep trying that matters most.)