How can I get him to initiate a conversation?

So all of the signs point to this guy liking me (I'm not talking silly things like "OMGHELOOKEDATME" either) except for one: while texting, he never initiates the conversation. During the week our only form of communication is texting, because he's ridiculously busy working till the wee hours of the morning. However, he never texts me first. I went a day without texting him to see if he would, but he didn't. Otherwise, it seems certain that he likes me, but this really bothers me. Am I overreacting, or should I worry?
How can I get him to initiate a conversation?
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