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This behavior should still work, but it might be changed slightly since EPi 6.
I think that if you take a look at the implementation of PropertyDropDownList you should be able to find if there are any relevant differences from your own Property Setting.
We have an old custom property where we added the possibility to set a setting for that type. This worked in CMS 6 R2, but is not working in 7.5
My question is not how to fix the problem since we have updated that custom property to work better but I would like to know how to add settings to a custom property "the 7.5 way".
Linus did a great blog post on how to access properties from code, but this was already built in property.
Anyone got a example of this?