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You might want to post this on the UserVoice site then: https://redgate.uservoice.com/forums/94413-sql-prompt . This is probably the best way for others to weigh in on how important it is to them.
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About 5 years or so ago the SQL History window looked much different. It was simpler and, most importantly, it worked as expected! I've spent the last 45 minutes looking for a query I had. I even know what server it was on. I. Can. Not. Find. It.
I want to start a petition to bring back the old history UX.