well-heeled, to be

well-heeled

Wealthy. The foundation relies on big donations from well-heeled citizens.
Farlex Dictionary of Idioms. © 2015 Farlex, Inc, all rights reserved.

well-heeled

 and well-fixed; well-off
Fig. wealthy; with sufficient money. My uncle can afford a new car. He's well-heeled. Everyone in his family is well-off.
McGraw-Hill Dictionary of American Idioms and Phrasal Verbs. © 2002 by The McGraw-Hill Companies, Inc.

well-heeled

verb
McGraw-Hill's Dictionary of American Slang and Colloquial Expressions Copyright © 2006 by The McGraw-Hill Companies, Inc. All rights reserved.

well-heeled, to be

To be prosperous. This late nineteenth-century Americanism presumably refers to a well-off person who is not down at the heels but is well shod. “To travel long out West, a man must be, in the local phrase, ‘well heeled,’” wrote W. Beadle (The Undeveloped West, 1873).
The Dictionary of Clichés by Christine Ammer Copyright © 2013 by Christine Ammer
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