I hate to say it but 10 pounds is nothing. Your thyroid med is not working right, perhaps it's time to up the dose or something.
No one has to use drugs from coffee or energy drinks to stay awake at work.
Combining the wine, the meds, and the thyroid you are NOT taking care of your body, you are killing yourself with your bad habits.
The wine is not all bad, it's a good choice for an evening drink and it does help you relax and builds blood.
But it could be effecting other meds. Have you considered that mixing the wine with the Lexapro are interacting badly. IF you have to drink the wine then start taking the Lexapro in the morning. It might also work better if it's effecting you the most when you're awake instead of asleep.
I am also going to suggest that your psychiatrist do a med check with you. I believe that your depression is not lessening. It appears to be staying the same or getting worse.
So please make a couple of med appointments, one with the doc that prescribes the thyroid med and the psychiatrist that prescribes the antidepressant.
Be completely honest and tell them that you are having to use supplements during the day to stay awake, this is not normal for anyone.
Once the meds are better you should start feeling better and more awake all day.