He has the most annoying bark in the world. Whether he's playing, alerting, or whatever, it's just high pitched and awful. So yeah his alert barking is the most annoying because it makes me cringe and be like 'JACKSON!' and he often gives me heart attacks.
I also find it annoying that when we sleep at my dads house, he wakes up very early and wants to go downstairs. We have a gate at the top of the stairs because the other dogs cannot go up there. So he decides he wants to go downstairs, he gets let outside, so he wants to come back up, he'll lay with me for 5 mins and then he barks to go down again. The cycle goes on and goes. It's so annoying because he won't stop barking/whining, and I end up just getting up.