My buddy Dave in Dallas does pants first and swears by it, but his reason is different from your roommate's. He says if you put socks on last, you have to bend over twice instead of once, and after 12 hours on a concrete floor at his warehouse job that second bend is brutal. I tried his way for a week and honestly the snag thing is real, my socks kept catching on the cuff every single time. But here is where his logic falls apart, when you pull pants over bare feet your heel sticks to the fabric and drags the pant leg down with it. So now I do socks, then pants, but I roll the cuffs up first so nothing snags. Best of both worlds and nobody has to bend over twice.

How long did it take you to figure out that 15 was the problem and not just you being lazy that month? I ask because I did something similar with my habit tracker, filled in every single box for like 30 days and then quit cold turkey when I missed two in a row. The weird part is I felt way more guilt about those empty boxes than I ever did about the actual stuff I wasn't getting done. Did dropping down to 3 feel like you were cheating at first, or was it a relief right away?