I've found that ( at least for me ) that was caused by some entries doing some checks before showing up. Getting a context menu editor and removing some of them can help.

Doesn't matter, it's a shit user experience and Microsoft's fault for putting the onus on the user to fiddle around at that level, rather than putting a hard, very low limit on how long shell extensions can hold up the context menu before they're banned from it.

Oh, I'm not trying to defend Microsoft in any way. Everything they make has been going downhill faster and faster. Just suggesting a possible way to work around it.

> rather than putting a hard, very low limit on how long shell extensions can hold up the context menu before they're banned from it.

Do you want the users to blame Microsoft, all Microsoft employees including catering and cleaning workers, and Gates personally? This is how you make the users blame all the before mentioned but not the culprit.