It seems to be a fairly common occurrence in Indians who learned English as a second language (and I would guess other ethnic groups as well).
Satya has been in the US for quite a while though. For a C-level exec of such a prominent company you would think an editor could help or maybe it's something he could work on personally. I tried to chalk it up to "personal style" but it's really egregious. Might be a bit beyond what can qualify as "style" and more towards the "grammatically incorrect" side of the spectrum.
Bike shedding!
For any engineer/dev eloquent communication skills don't matter that much... but for a CEO they matter quite a bit!
Describing programming details seems to encourage complicated run on sentences in my experience.
Is that possibly the culture at Microsoft? I knew a guy who moved from Intel to Microsoft and I noticed his speech tended to more verbosity after the move.
No, it's definitely not. Some execs tend to ramble, but they don't use run-on sentences. Some of Microsoft's other execs are actually pretty staccato (Kevin Turner).