I agree with you when thinking from the perspective of an individual - one can be said to be feeling entitled indeed for all these expectations.
But from the society's perspective - SHOULD it be so hard to get an education ? I see this question in this regard - and I cannot agree education should be so hard especially these days. An immense amount of knowledge has been amassed by man, and productivity can be improved immensely by at least some specialization , and acquiring knowledge should help.
Now knowledge CAN be acquired without college (or formal education), and can be applied well. But formal education makes it easy to acquire knowledge and improve one's usefulness to society using it. Readymade food can be acquired without formal restaurants by knocking on many doors and negotiating with door openers for food, but formal restaurants make this business much easier.
Don't you think that this idea of acquirability of knowledge without formal education has taken root in US precisely because of formal education being difficult? Taking an example from fiction - Sherlock Holmes was the summit of amateur excellence but he acquired a lot of his early knowledge in university (or maybe college) setting - in chemistry, poisons, maybe more. A huge storehouse of easily accessible practical knowledge can only help, right?
Given that everyone will benefit, even people whose kids do not make it to the most prestigious colleges, by improving students' future usefulness to society, why is there such a revulsion for highly subsidizing education?