Unfortunately the comic strip doesn't give the same funny kick when someone actually explains it to you. I mean you'll enjoy it only if you understand it all by yourself. Anyway, I appreciate the explanation.
lol... dexter, I think the joke is that the expression is supposed to be "it's always darkest before the dawn" meaning "things always get bad before they get worse"...so the boss would have been saying something to the effect of "it's about to get better", in essence.
Instead, he's gone with the tradition of things always getting worse and worse, with no bottom to the abyss of misery that working at this company apparently constitutes. (That's my take on it, anyway)