Schedule

Kelli • My wife and I got married in March 2015. We had our first baby together may 25 2016. We are trying for baby number 3!
Ok so I'm trying to get my kid on my work schedule. Granted I don't go back to work til July 20th but I want him to be ready. So I work 4x10s 650-550 Monday, wed, Thursday and 750-650 on Sunday's. So my breaks are 915, lunch at 1130, 215 and 410. So I'm going to pump during those times. So I try and feed him now during those times so my body knows. But I'm not emptying all my milk and my breasts get hard and a little warm even an hour after feeding him. So today I tried pumping, feeding and pumping. I got 7.5 ounces just from pumping. 
What have you guys done to get a schedule, avoiding your boobs hurting and emptying your breasts ?