Entertainment of the "lets be cool/funny" kind (maybe besides this forum allowing some trolls go on and on, Raymonds blog and couple random exceptions) isn't really something MS excels at. All the stuff MS marketing has done around Halo and Xbox really proves this.
In other areas you get better with practise but MS really needs to hire someone to check whether the "fun stuff" is actually funny or merely lame because some of it is painfully embarrassing.

Or maybe it was meant to be.
