Wiktionary
down at the heels
a. (alternative form of down at heel English)
Usage examples of "down at the heels".
The remainder of London Bridge was getting down at the heels, because much more fashionable shops were being put up in other parts of the city by the likes of Sterling, but the Square was prosperous and, because of the continual threat of boat-wrack and drowning, the merriest part of town.
He was looking down at the heels for all the dough he claimed to be holding and had the calm demeanor of a chain smoker who'd just run out of cigs.