well-heeled, to be

well-heeled

Wealthy. The foundation relies on big donations from well-heeled citizens.
Farlex Dictionary of Idioms.

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.

well-heeled

verb
See well-fixed
McGraw-Hill's Dictionary of American Slang and Colloquial Expressions

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
See also:
  • well-healed
  • well-heeled
  • pillow-biter
  • (something) blows
  • well-heeled for (a particular type of person)
  • on one's
  • on someone's
  • (as) gay as a three-dollar bill
  • (Have you) been OK?
  • a copy