Its all about perception and how you want to read into things too. Because he is not the only one that says there's not enough italian players, or quality italian players in the league. Lippi does too. There is no difference between what Marchisio says and Conte says in this instance, you just object to one more because you grown to dislike him. Perception as I said. That the leagues clubs dont have enough money is obvious fact, that the league is behind most top competitions in infrastructure, stadiums, marketing, safety etc are quite obvious. You know who says that alot? Our President. And reality shows it in the league becoming a stepping stone to those who have the big money. Thats just a fact of the matter. That they dont play better football (except Spain) is irrelevant, they simply can get more quality easier with more money.
He is a character who is bit blunt and communicates in a way that rubs people the wrong way. I agree it comes off bit defeatist and it shouldnt be overdone. But take that Bayern example for example, when we were facing them, did you see our lineup, and did you disagree we lack their resources/playing material? I didnt. That he goes in hyperbole in making the point is a valid contention. But when he says several years to compete with them, what he means is getting the top top players Bayern/Barca/Real/PSG and EPL teams can buy and attract without a sweat, no sacrifice and dent to their way of operating basically. They, especially the Spanish duo and Bayern has cultivated their operations to a level they can do this. 3 years ago, we were far from this (again remember who our starting attack was vs Bayern), today we are closer, but still not there yet. Its a valid point to make. Even if the use of the word compete is too simplistic because he is hang up on the financial part of it all bit too strongly. Yes it gets you the marquee decisive quality players, but there is more to it then that as we/Atletico/Dortmund have shown. Tho you need that financial power to consistently attract/keep the best and compete in CL.
That third bit, yeah the resturant analogy was dumb, it was basically a variation of the above points but still dumb. Also if it was said off handedly in a single instance I would get it. But he spent most of his last year or half year making that point and it got too much, too defeatist. So yeah I agree with you on how he said it being annoying then.
Regarding the training sessions, I dont see the issue at all. He tried to get his will through and get it to conditions that could make his job easier. Yeah he whined a bit, but so what? Its his job to try to make the best accomodations for his given task. Especially when he has less quality to work with then previous coaches. I dont get the hang on this, yeah its on unorthodox but its not something that bothers me or should bother you. Its between him and the clubs to come to an understanding, or not.