Hello Grant,
We may only know when we can run an algo against a real IB paper trade account.
I have seen "IBM is restricted from short sale" and "There is insufficient XOM available for short sale" messages in TWS, and Dan has seen "order held" somewhere, as he advises at https://www.quantopian.com/posts/handling-of-orders-that-cannot-be-filled-by-broker. Dan says "That is not ideal! I want to pass the full error back to you, but the connector isn't in place yet. You'll notice in the "logs" tab that you get SYSTEM messages about IB activity. When we finish the connector, you'll see the fuller IB message about short sales in the connector."
The only other useful info. is https://www.quantopian.com/posts/possible-real-money-bug where we read:
"When you have a position in IB that doesn't match what Quantopian has, Quantopian accepts IB's position as "truth" and updates the Quantopian status. That breaks into a couple main sub-cases.
If Quantopian has a zero position, and IB has non-zero, then Quantopian updates everything - the position, the cost basis, etc.
If Quantopian has non-zero position, and IB has non-zero, then it's a bit trickier. The position is updated in Quantopian, of course. However, we don't adjust the cost basis. IB and Quantopian use different cost basis calculation methods, and it's very difficult to infer the cost basis when you have mis-matched amounts.
The third case is if Quantopian has non-zero and IB has zero, in which case the point is moot - zero shares means no cost basis!"
P.