I have a problem report by one of my WinShell users which I can reproduce and I think it is somehow a hunspell bug.
When you type
hej "dollar" "space" "dollar" "space" hej
it should look like this
hej $ $ hej
...the last space after the last dollar is important..
The spelling stops in LaTeX mode. When you type 'hej $test$ hej' it works and 'hej' is marked as wrong.
Could you check with one of your test apps?
This only happens while typing! When I save the file and reopen, then the spell checking works.