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Heather Di Roccco

Scary Good Business Summit Presentation

The Curse of the Helpful Entrepreneur

October 1, 2026 - October 30, 2026

About the Presentation

Helpful entrepreneurs are often the ones everyone depends on, and the ones most likely to lose sight of their own direction. In this honest, practical talk, Heather Di Rocco explores how generosity, opportunity, and too many good ideas can quietly become a curse. Attendees will learn how to separate meaningful commitments from distracting obligations, reconnect with what genuinely matters, and turn clarity into action without abandoning the people they care about.

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About Heather Di Roccco

Heather Di Rocco is a Hawaiʻi based practical AI educator and systems strategist who helps entrepreneurs turn scattered ideas, repetitive work, and good intentions into clear action. Through InsureBot Solutions, she teaches people to use AI in ways that save time without sacrificing judgment, relationships, or their authentic voice. Heather is also the co-creator of Foundational Clarity and The Execution Engine, a guided experience that helps people identify what matters, find their True North, then build a plan they can actually follow. Her work blends practical technology, human connection, and the belief that better systems should create more room for meaningful work.