The term "well-heeled" typically refers to someone who is wealthy and has ample financial resources at their disposal. Some antonyms for this phrase could include "impoverished," "destitute," "penniless," "austere" or "financially challenged." These terms denote a lack of wealth and resources as opposed to the abundance that is implied by "well-heeled." Other antonyms could include "unsuccessful," "unemployed," "underprivileged," "hand-to-mouth," or "struggling." These words paint a picture of individuals who are either at a disadvantage or are fighting to make ends meet. While "well-heeled" connotes comfort and luxury, the antonyms evoke a sense of hardship and difficulty.