Does anyone have problems with finding the drawing you where last working on when starting up autocad. Im using "autocad LT for mac 2017" (with os mojave 10.14.4) and when i start up from the dock icon, i never get the option of choosing my most recent work. I used to, but not any more. I was drawing yesterday, but today my "continue working" option shows a drawing i was working on back on April 9th (over a month ago). see screenshot attached.
Do you see recent drawings in menu File -> Open Recent? Try to use menu "File -> Open Recent -> Clear Menu" to reset recent drawings. As the last step, you can try to Reset AutoCAD (menu AutoCAD -> Reset AutoCAD), but then you will loose all your custom settings in application.
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I had thought that until i had made a choice in the pop up menu, the program wasn't really "open", but i see that the menu at the top of the screen does display some items at this stage, one of which is "file" as you said.
