Nice try Google(?!)
That is a pretty bad comparison without the sizes of the user base of each deal.
"The other cities that use Google Apps are tiny: Orlando, Pittsburgh, etc ..
In public education, the big ones also use Office 365. The entire State University of New York (700,000) use MS Office.
It is true more Federal agencies that use Google Apps -- but the big ones use Office 365. For example, the Dept of Interior (80,000) uses Google Apps, but the Dept of VA (600,000) uses Office 365.
For example, Google supplies email system for tiny Orlando with 3,000 employees
You may therefore be right that "Google Apps is winning its share of government deals". You may say that Google Apps clients include Orlando and Pittsburg. But how do you compare those 2 tiny cities with New York and Chicago??"
Also, not sure why people are cheering on the migration from Office which is primary used for local files to a cloud service where your account and documents are at the complete mercy of the cloud provider.