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I had a Wingman which was a generation or two older than yours.
You may be able to put shims of some sort between the buttons and the microswitches that they hit...if the gap is really big, you can supergloo jumper caps to them.
The whole thing is...whether the problem is the buttons or those microswitches...which you pretty much can't repair. If you're a lot better with a soldering iron than I am, you might be able to replace the switches.
I have a Kraft joystick in my collection which is older than some members of this board...it has a Y on the end of the cable...one connector for a PC, the other for an Apple II...it is made with keyswitches rather than microswitches.
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