Ivy League Prep Academy Podcast

Supporting an Ambitious Teen with Karen DiNapoli

Steve Season 2 Episode 248

What does it actually look like to support a highly driven teenager—without controlling, pushing, or burning them out?

In this episode, I sit down with Karen DiNapoli, mother of nationally ranked speaker and Ivy League Challenge alum Ava DiNapoli, to pull back the curtain on the parent side of an extraordinary student journey.

Karen shares:

  • What it felt like when Ava first came home with an overwhelming, world-scale project idea
  • Why seeking outside guidance was essential—for both parent and child
  • How Ava’s first projects weren’t the final answer, and why that mattered
  • The moment Karen realized Ava had found her own core values, not her parents’
  • How internal motivation changed everything—from reminders and resistance to self-driven action
  • Why parents must learn when to step in—and when to step back

This conversation is a powerful reminder that:

  • You don’t need a perfect plan to start
  • Growth comes from action, reflection, and course-correction
  • The right support system helps teens become drivers of their own lives


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