Dissociation of Acids/base

[JasmineChavez 1E]

Why don't weak acids completely dissociate and strong acids do even though a weaker acid also has a weaker bond? I would assume that with a weaker bond it would be easier to dissociate but that is not the case and I am not sure why or what key concept I am missing here

[Katie Oakes 2I]

Strong acids and bases typically have the most polar bonds. While this can be seen as a stronger bond, it also means the acid or base will dissolve/dissociate completely in water as water is polar and dissolves polar molecules. Weak acids and bases are often organic molecules and have non-polar bonds. Water cannot dissolve non-polar molecules ("like dissolves like" rule) so these weak acids and bases dissociate only slightly.