Top 5 Stephanie McMahon moments in WWE

#4 The original heel turn

Stephanie McMahon's first heel turn was particularly well orchestrated.

Stephanie McMahon turned heel under the most unlikely circumstances—betraying her own father at the climax of his match with Triple H at Armageddon 1999. From the vantage point of 2018, the idea of Stephanie siding with her husband over her father might not seem altogether out of left field, but we have to remember the context of the moment.

Triple H and Stephanie weren’t (at least publicly) a couple yet in real life. Meanwhile, as a backdrop to Helmsley’s kayfabe feud with Vince, he had interrupted Stephanie’s wedding with test to reveal a video that he had drugged and kidnapped Stephanie and married her in Las Vegas before sexually assaulting her.

The reveal that Stephanie was in cahoots with 'The Game' was not only a shocker in its moment, but also made good use of its own style of logic. After all, Stephanie’s own father had subjected her to abduction by The Undertaker. What better revenge than to hook up with his sworn enemy, and cost him a fight against him?