Interesting indeed. Are you factoring in any chance that the cost of your meds may increase over-time or that you may need to add new ones? Or are you counting on the growth of your HSA to cover these increases over time? Is your SO on any drugs also or are you single? By your comment on reaching your OOPM, I assume you are also continuing to add to your HSA? Sorry for all the questions, but I like to see what others are doing to calculate the efficiency of their HSA and what considerations they include for long-term planning purposes.
You didn't mention which kind of meds you are on, and don't feel like you have to share, but new meds are coming out all the time. For example, if you are on cholesterol medication, a new class of drugs is hitting the market soon if your Statin regimen isn't working for you. Statins are generally very cheap now, but the new class called PCSK-9 inhibitors, will be very pricey in the beginning. I've seen estimates of $7k-$12k annually, of course assuming your insurance will cover it (many will wait and add later on based on efficacy data to be built out) and you would pay only a portion of that but still.