Issue when I try and update all updates at once

I find that there are times when twenty UPDATES appear and if I try and update all of them I get a middle finger. And If I try installing a group of five of the same type I get a middle finger. So, I find that sometimes I have to install them one by one, but I get the middle finger..... until I get to the one that needs installing first. That matter should be fixed. I also will...