My meds make me drowsy, what time should i take them to fit my new schedule?

I’m sorry this is kind of long, I don’t know how to explain this well, but appreciate any help.

The thing with my meds is that they make me very drowsy/sedated during a certain time-frame. my psychiatrists lets me periodically choose what time of day I take my meds, but I have to stick to that change, long-term, and can't flip flop.

The problem: over the previous fall, all of my important stuff fell between 8 am and 6 pm, so taking meds in the afternoon and being drowsy didn’t interfere with that stuff. but now my winter schedule is all over the place, i have commitments BOTH early day and late afternoon stuff through out the week.

And the way my meds are, THERE WILL BE A TIME-FRAME that I feel sedated and struggle with doing things.

a) If I take my meds around 9:30 pm I get hit by the fatigue around 12 am, which is great because i sleep through that, BUT I FIND IT IMPOSSIBLE TO WAKE UP before 11 am, and feel really drowsy mid-day (which messes with day classes, and day shifts)

b) If I take them early around 5:30 pm I wake up normally at 8 am., don’t sleep in, and am energized during the day up until 7 pm. BUT l struggle to stay alert during afternoon shifts and afternoon classes, which continue after 7 pm

I’m in a tight spot because I have to choose being able to handle different responsibilities, that fall between different time frames. I have to decide on either to be a) night owl or b) early bird to fit my winter 2018 schedule, and something is bound to suffer for it. what do i do?

Is every day a long day? Can you schedule a short nap on the long days, in the late afternoon? Or have some coffee before the long evenings, then take a bath when you get home or other sleep hygiene tricks to help counteract the coffee.

Good suggestions.