No, if Carolyn later refuses to pay the $1,000 and Allen sues. Allen will not win.
Legal case
Andrew will not will the case in a situation were he sue Carolyn's.
The reason why will not will the case is that Allen has already be obligated to paint Carolyn's house and he gives no extra consideration in return for Carolyn's promise to pay more or additional money.
Therefore based on the given scenario, if Carolyn later refuses to pay the $1,000 and Allen sues. Allen will not win.
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