(1) When I went from Win 7 Pro to Win 10 Pro on my main computer, all my Outlook 2016 contacts were gone. However, they are on my iPhone. Is there a way to recover them from my iPhone?

(2) My backup computer is Win 10 Home. It too has Outlook 2016. Once I get my contacts recovered, can't I copy some files from the main computer to the backup computer and thus copy all the saved correspondence and contacts? I think this has the files I should copy:

System (C > Users > Bob > AppData > Local > Microsoft > Outlook

There are 15 files in the sub-directory. Should I just copy all 15 from the main machine to the backup machine?