Help! Save option not available after rotating a PDF document

Hi,  I was having the same issues.  The rotate icon used to work and it would save the rotate.  I upgraded to Adbobe 2020.  The rotate would not allow me to save. 

In order for Adobe to save the rotate you have to use the "Organize Page" option in the Create & Edit.  t options.  That is where you will find the Rotate Icon.  But it will only work if the window pops up asking you which way you want to rotate the pages.  This the only option that will allow you to save your work.  I contacted Adobe help which just prompted me to repetative computer auto generated help.  I somehow managed to find this on my own.  Now if only I can remember it for the next time.  I hope this helps!  Cheers! 

Rotate it using the Rotate command under Tools - Organize Pages, not under View.