I hate to doublepost, but it seems that every time I cast something with Shift + key, and then attempt to use that combination again it disregards the fact that I am holding Shift for both clients.
Code:
<Hotkey ScrollLockOn Shift R>
<Hotkey ScrollLockOn R>
<Hotkey ScrollLockOn R>
<Hotkey ScrollLockOn R>
<Hotkey ScrollLockOn R>
Shift was held the entire time.
It only seems to count for the first key, I need to release and then press shift again for it to continue.
Any help would be very appreciated! 
Edit: this is what I have, thanks to Freddie:
Code:
<KeyList MyList A-Z, 0-9, Plus, Minus, F1-F12 except W, A, S, D, Q, E>
<Hotkey ScrollLockOn MyList; ScrollLockOn Shift MyList; ScrollLockOn Alt MyList;
ScrollLockOn Ctrl MyList>
<SendLabel w1, w2>
<Key %Trigger%>
Seems like such a simple problem, sorry to bother.
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