well-heeled

Originally American English, from a literal use in cockfighting: a well-heeled cock was provided with sharp spurs and could inflict maximum damage.[1] From this developed the American frontier slang sense of being well-equipped, and thence the modern sense of being well supplied with money.

well-heeled (comparative more well-heeled, superlative most well-heeled)

1. (colloquial) rich; affluent; prosperous
   • 2021 July 25, Claire Armitstead, “Jeanette Winterson: ‘The male push is to discard the planet: all the boys are going off into space’”, in The Guardian‎:

     These public artworks only arrived a few weeks ago, Winterson explains, as part of a grand plan to pedestrianise the area, and make it more buzzy, just at the moment that the sort of well-heeled office workers who bought upmarket chocolates are abandoning it owing to the Covid pandemic.

   • 2023 February 22, “Stop & Examine”, in RAIL, number 977, page 71:

     Mum had worked there as a teenager and once recalled her duty of having to meet the charabancs that brought the well-heeled to the baths from Droitwich station before the war.