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Whichever Tory is elected, within Parliament they will be 'weak' even of they can keep the DUP onside. It seems likely to be a deluded brexiteur, who believes either another Withdrawal Agreement without the backstop can be negotiated in a matter of weeks, or 'managed No Deal' is a viable option. Stupid? All the contenders have shown a willingness to subscribe to 'stupid policies' to further their political careers.
It'll depend how weak/deluded/stupid the new PM is going to be