Somehow the open file dialog in Chrome ended up being bigger in height than my screen so I can't resize it back.
Here's a full screen screenshot:
Reopening chrome / restarting OSX does not fix the issue.
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TL;DR: Shift-Cmd drag from left or right edge of the dialog window.
The problem is that the top of the dialog doesn't have a resize handle. However, the left and right sides of the dialog do have resize handles. That means that you constrain the aspect ratio of the dialog and resize from the left or right, and the bottom will resize proportionally.
You can use Shift+Cmd drag on either the left or right edge of the dialog and it will resize the entire window, bringing the bottom into view.
Swap the main window to Fullscreen, then the dialog should automatically resize to fit, sufficient to reach the bottom & lift it up further.
Then out of Fullscreen it will remember that size.
Option/drag doesn't work on sheets that are attached to the underlying window, unfortunately.
Separate issue: not remembering the window position
Go to ~/Library/Saved Application State/com.google.Chrome.savedState
Trash the entire com.google.Chrome.savedState folder