What have you done ingame?
Did you click the shopping-button in the minimap, then checked the order
and klicked on send ?
Shopping-Addon (for WoW) delivers the order if you accept it and after that you must open the mailbox and wait till it delivered the mails/orders...
If this fails it does´n´t set the status from outbox to send
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[1] = {
[2006/07/23 11:58:38] [1] = "Deman",
[2006/07/23 11:58:38] [2] = "3",
[2006/07/23 11:58:38] [3] = "Flask of Distilled Wisdom",
[2006/07/23 11:58:38] [4] = "Rspotions",
[2006/07/23 11:58:38] [5] = "1",
[2006/07/23 11:58:38] [6] = "outbox",
[2006/07/23 11:58:38] [7] = "0",
[2006/07/23 11:58:38] [8] = "",
[2006/07/23 11:58:38] },
You can check that after you sent the orders, leave game and have a look
into your wow/wtf/*youraccount*/SavedVariables/Shopping-lua
file...
There should be your shopping-lisz as the shown array and
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[6] = "outbox"
should now be
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[6] = "send"
Check that and tell me which state it is in before you upload to roster...