I don't know... That still gets a bit close to alcoholism. While you aren't addicted to it, you are still making yourself dependent upon it. I usually find that insomnia has a lot of psychological factors to it. Having a consistent routine for bedtime helps and I find any deviations from this (skipping certain activities, changing the bedtime slightly, etc) I have far greater problems sleeping. I have found that OTC sleep medications have practically no impact on me. Benedryl doesn't make me sleepy. Unisom works for maybe the first two nights. Melatonin, pah. But I find that while the sleep medication maybe only effective for a few consecutive nights, when I stop taking the medication my insomnia gets really bad. That is, the medication stops helping me get to sleep sooner, but if I don't take it I won't sleep at all (for two days or so).
So the simple fact that I start incorporating it into my routine greatly impacts my sleep. While I don't think that having a drink at night is going to give you serious health problems, I wouldn't want to make alcohol a necessary requirement to get to sleep. If an alcoholic needs to have a drink or two everyday to function because of an addiction, how is that significantly different from you having to have a drink or two to get a normal night's sleep? I bet dollars to donuts that if you keep it up you will have problems getting any sleep without the alcohol.