One interesting property of least squares regression is that the predictions are the conditional expectation (mean) of the target variable given the right-hand-side variables. So in the OP example, we're predicting the average price of houses of a given size. The notion of predicting the mean can be extended to other properties of the conditional distribution of the target variable, such as the median or other quanti…
How does an upcoming college student, or worse an already graduate, learn statistics like this, with depth of understanding of the meaning of the math, vs just plug an chugging cookbook formulas and "proving" theorems mechanically without the deep semantics?
> and "proving" theorems mechanically
I think you’ve have a bad experience because writing a proof is explaining deep understanding.