Thanks for reporting this issue, Illustrator team really appreciate this.
We are able to reproduce this issue and it is currently under review.
An error occurred while saving the commentAbby Miller commented
I'm having this same annoying issue. I upgraded to a new Mac in December which let me upgrade to Illustrator 2020. Previously I was using Illustrator 2018. I've been using Illustrator for 25 years and it's never felt so clumsy as it does now. I use shift-constrain all the time but in this 2020 version, I find myself slamming the shift key constantly for it to work. Makes me wanna gouge my eyes out with a spork. I love ya Adobe, but I'm BEGGING you to help! Or anyone else who knows a solid way to make everything work like it used to.