We can assess what we are happy with after the fact. But starting every season we play to win, i personally don't see any sense playing in serie a if we don't play to win it.
Of course we want to win it, but when you have these certain players being certain age, that can still perform it's kind of hard to tell them to get out, because we're bringing new players. Then time will come when we're going to suddenly lose 4-5 starting positions on same season or two and we're going to have trouble to adapt. It happens to every team that keeps their core players when they're getting over 30 year olds. Their re-sale value drops while they still perform and taking the minutes of from the future. You cannot fix it in one summer unless you were not emotionally invested and told these Buffon's, Chiellini's, Bonucci's, Cuadrado's etc. that it's time for a new club. If Chiellini/bonucci play alongside De Ligt and we want instant starter straight away, it takes money. If we want a starter alongside De Ligt by not investing money bunch of money, we need time. Knowing that we ain't RM, Barca, PSG, City etc, we don't have the money to spend 400m in season or two. Those clubs can tell their legends to find a new club in a harsh way, because they can replace them with the money.
You cannot do it all. I'd rather take couple steps back, to take 5 forward instead taking one step forward or stay in the line, to have a massive fall at some point.