And though you wish me well, I know deep down you wish I’d fail
Reference to a “wishing well”, where people throw coins down a well to have a wish granted. Wells go dozens and dozens of feet underground so that you can draw out water, and a common story in human history are those of people falling down wells.
Cole uses the “well” and its being “deep” as a metaphor for the insincere “well-wishers” (people who express praise for him). though “deep down”, they hope that his career fails.
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