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I reviewed my previous question, and I think the differences with Catalina merit a separate question.

A double-click or a menu→open on vanilla wineskin or a wineskin-wrapped Windows app has no visible effect (except for showing the icon in the recent items part of the dock).

I verified that the settings in the accepted answer there are still set.

WGroleau
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    This question has been asked and answered. One person claims to have gotten it to work but it wasn't easy. The previous question is here : https://apple.stackexchange.com/questions/373851/how-to-get-wine-working-on-catalina – Natsfan Jan 30 '20 at 23:00
  • It works with the latest crossover engine if you turn off SIP. – Wowfunhappy Jan 30 '20 at 23:08
  • Hmmm. Turning off SIP is not sufficiently convenient. I’ll have to study that 373851. – WGroleau Jan 31 '20 at 00:46
  • That is about wine, which is only part of wineskin. But it is worth a try. – WGroleau Jan 31 '20 at 01:22

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There is an unofficial update of wineskin. It works on Catalina. You can find it here - https://github.com/Gcenx/WineskinServer

nataliastanko
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