Penniless means having no money at all. Left penniless, penniless and homeless, arrive penniless.
It is stronger than poor and describes a moment rather than a condition, so people are left penniless by an event. It has a slightly storybook ring and belongs to narrative more than to statistics.
1adjectivepennilessHaving no money at all.
“The failure of the bank left him penniless at sixty.”
penniless is a quality.
Middle English penyles is penny plus -less, with an Old Norse parallel in penningalauss.
Middle English
penyles
English, today
penniless
From Middle English penyles, penylees; equivalent to penny + less. Compare Old Norse penningalauss (“penniless”).
Etymology from Wiktionary, CC BY-SA