g_randybrown
I wonder why trying it "my way" sometimes selects from start to where I click in the timeline and sometimes from where I click to the end.
If you don't have the Selection module showing in the Control Bar, add it, and things will start to make more sense. When you deselect everything, From and Thru are both set to the current Now time. Then Shift+clicking the timeline at a point later than the Now time will select from Now to that point, while clicking at a point earlier than the Thru time will select from there to Thru. Where it can get confusing is if you move your Now time while nothing is selected; From and Thru remain set to the previous Now time, which could be anywhere in the project so the selection will seem to go to no place in particular.
And, of course, if you have some range already selected, Shift-clicking on either side of it will extend the selection to that point - conventional Windows behavior.
Incidentally, for many moons before the X1 came along, the following hotkeys were in effect. I've restored them because I use them constantly and these functions were burned into my muscle memory over many years:
F7: Go to From
F8: Go to Thru
F9: From=Now
F10: Thru=Now
Ctrl+F9: From=Beginning
Ctrl-F10: Thru=End
EDIT: Not sure about the drag-copy "timeout" issue. I can't reproduce that.