What Do You Build After Success Stops Feeling Meaningful?

Jermaine Ee spent years building companies, exploring new industries, and chasing the traditional definition of entrepreneurial success.

Then that definition stopped feeling meaningful.

In this episode of Making Big Shifts, Jermaine shares the personal and professional shift that led him to create HeirLight, an AI-powered estate planning platform built around clarity, family, and the things people care about most.

We talk about how personal loss changed his perspective, why purpose became more important than recognition, and what it means to build a company around a problem that is deeply personal.

Jermaine also opens up about HeirLight’s positioning, its shift toward new parents, the difficulty of marketing estate planning, and why the best opportunities often come from questioning assumptions an entire industry has accepted.

This is a conversation about what happens when success is no longer the final destination, and how founders can use that realization to build something that truly matters.