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I think he'll trust Felicity & Dig Thea to in helping out
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Yes... I agree but they all have lives and other aspects of their lives. He needs someone to help with William when he's at City Hall or out on GA business which will more than likely keep the rest of the people he'd trust with William busy.
I actually think its a smart move to bring back Raisa. I imagine we wont see her often. Im pretty sure the actress is also on a soap opera. So it will be a more of a wheres william thing. "Oh he's with Raisa."