Akumatizing Adrien

Monarch was so close to akumatizing Adrien. If he had gone through with akumatizing him the first time around instead of "checking up on him" to see if he had his alliance ring, he would have been able to akumatize Adrien at his lowest while he still had his miraculous. Since he waited, Plagg leaves with the ring and Adrien manages to break himself free of his funk within seconds of the megakuma reaching him.

Example of:
Near-Villain Victory