I understand there might be a crazy upside somewhere in the future (for example, the COVFEFE ACT). This can be done only in hindsight. The risk, imo, was way too high to do anything but cash out at the moment.
Imagine being in year 3 of Trump's presidency and still making money off this signature blunder. We aren't even through year 1!
Imagine 20 years from now, when people are able to pin-point "COVFEFE" as a signature moment in Trump's campaign (just like Bill Clinton and Monica Lewinsky).
Imagine the search traffic for the term over the years. Imagine all of the ad revenue!
Imagine how much you would be kicking yourself for selling it for so cheaply back then...