In organic chemistry how do you compare acid strength

So in class my professor was trying to explain to us that we shouldn't rely on electronegativity to determine which acid is stronger.
His example was that H2S is a stronger acid than H2O, even though O is more electronegative, because atom size is more important than electronegativity.

So now I'm doing homework and the question is which one is a stronger acid: HOCL or HOBR?
The answer is HOCL because it is more electronegative... which confused me because BR is a larger atom, making it identical to the question in class, but in this one electronegativity determined which was stronger.

What's the difference? How do I know which rule to use?

Atom size is more important; large atoms mean longer, weaker bonds. Just like it's easier to pull apart two magnets that are already far away from each other, it's easier to lose H from a longer bond. i.e. HBr is a stronger acid than HCl.

Here's the catch: Because we're talking about bond lengths, only the atom that H is bonded to counts for atom size. In the case of HOCl and HOBr, H is bonded to O in both. In this case, atom size is a tie, so you look at electronegativity. Cl is more electronegative, so HOCl is a stronger acid than HOBr.

dont u have an acids strength chart? thats what i use