I can't quite tell when he's sleeping (I read that he's feeding to sleep at 9am), but a general note on shush/pat is that ~5-6 months it becomes too stimulating and doesn't necessarily work after that. Put down (PUPD for babies who get up) may be the way to go... someone more knowledgeable will probably come along and clarify that.
On the 40min naps - that could be a sign of undertiredness, hence the fight to get him to go to sleep followed by a short nap. He'd also probably be overtired by bed time with only two short naps and 4hr A time to bed - the wake at 8pm is probably a symptom of the overtiredness at bedtime too.
I'd try overhauling the EASY routine to be honest, to something more like this:
5am wake - feed him a small amount (~2 or 3oz) and get him to sleep til 7
7am wake - feed 6oz bottle
7:30/8am - breakfast
10 - sleep
11:30/12 - 6oz bottle
lunch with you ~12:30
2:30 - sleep
4 - 6oz bottle
5:30 - dinner
bed ~7/7:15