This was Hera's best opportunity because Tyler was unaware that she was the heiress of the Avery family. All he knew was that the Avery family was reacting strongly to his actions on their turf and saw it as a direct challenge to their authority. In response, he would likely interpret the targeting of his sister as a deliberate retaliation.
This would be enough to enrage Tyler and wound his fragile ego. If you're wondering when Hera decided to take this approach, it was actually just this morning. Initially, her plan was much simpler—more of a waiting game, a battle of attrition with the Lennons, anticipating their next move.
She had been waiting for the male leads to take action, confident they wouldn't sit idly by after the Lennons involved her in the drugging incident. However, when a perfect opportunity presented itself—practically landing in her lap—why not take advantage of it? And that opportunity was named Sienna.