I suspect that "everything" is related to not having a Net assigned to the Shape. Which exact version of PCB Editor are you running? (check from Help>About in PCB Editor). Get the Shape on the required layer only visible, turn all of the colours off and just enable the colours for the Etch layer of interest, then select the Shape from Shape>Select Shape or Void (Isolation / Cavity), left-click the shape to select it and move to Options, use the Assign Net Name box and the "..." to browse the netlist and select a net to assign to the shape, once the net name has been selected, move to the PCB Editor canvas (where the board is displayed) and right-click>Done to accept the Net assignment. Once the Shape has a net, the connections should be made (assuming the same Net name for both objects)
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