I take a crazy amount of meds being post renal transplant...it was 28 pills a day initially plus 2 Gliclazide (once I was diganosed Type 2 due to steroids post op).
At one point I was waking up to take some an hour before breakfast and then more with breakfast (due to how they supposedly are best absorbed), some around midday, some around 6pm and other after 10pm. Some had to be taken twice daily and 12 hours apart...which all leads to a bizarre little structure and the odd missed pill.
I decided after a wee bit of research and conversations with my doctors, to take my pills only on waking and 12 hours later (with or without meals) to see if any of my levels changed (and I can access all my body's various levels online where they are updated after every clinic visit/blood test...which was every second day at first). The changes were negligible and hardly significant..and I kept making good progress regardless.
Now, over year since the op, I am off the Gliclazide and doing fine purely on LCHF diet, I'm down to 16 pills a day. It's still easy to let time for the second lot of meds slip by (and I can't risk missing my anti-rejection meds really). The meds themselves can hinder memory.
What I do, may sound daft... I keep all my meds in one wee tray/basket thingy alongside my meter and with wee plastic cups for the dosage - when I take the meds, I turn the cup over and place it on the corner of a table so I know if I have indeed taken them, and always check that spot at the same time every night. We all do what we need to, eh?