Gerald turned down Assclown's marriage proposal, and then his his counter-offer to move in together. It's clear from the many posts with photos of Gerald that the assclown is infatuated with the "Commish". Assclown now feels like a woman scorned and his life is consumed with trying to discredit the Commish.

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So why is he 'good' with losing money on those other two scams but has a hard on for Gerald?

The answer is not only obvious, but sad

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Assclown should be supporting the Commish since he is bringing Videssa to market, and Assclown can benefit because his man-boobs are too dense for normal mammagrams, and he can check for breast cancer with Videssa with a simple blood test. No painful biopsies on the Assclown man-boobs. LOL