Its VERY easy for the sense of urgency to just go away. Its very hard to get people highly motivated about time. It's easy to kill an entire day with BS, and let things just stretch out. Especially when you're an employee, and you're working for options. Options are so intangible. You're theoretically motivated, but on a day to day basis, do stock options get you doing 6 things in an hour instead of 3 or 4? Especially if your boss isn't there? (And if your boss is there then you're likely to be inhibited.) It's really easy to kill time by running everything thru your boss too... it lets you cover your butt, and you can read HN while you wait for him to make a decision.
I don't know how you teach initiative... but this is a good attempt.
Find a way or make one. Good advice.
Its a shame most of the comments on this seem to be reddit quality. Almost as if the people making them have never been in this situation. (and this was the situation I found myself in at my very first startup-- when we all felt we had no clue what we were doing, and tended to wait for direction, rather than take initiative.)