Your potential update is quite significant. I have Spyder installed as my python IDE so that accounts for only a few of your upgrades and the ArcGIS accounts for some more.
/blogs/dan_patterson/2018/12/13/spyder
and some clone stuff
/blogs/dan_patterson/2018/12/28/clone
What are you using for python?
I wouldn't install via pip let conda manage things.
You could give it a go, but I would have the ArcGIS pro install *.exe or at least the *.msi and *.cab file on hand incase you have to do a complete reinstall
You might want to start a new thread if you have issues..