CEO & Former Finance Executive: I Walked Away From A $750M Portfolio! What Self-Trust Really Means & Why Comfort Is Dangerous

Four Fs Podcast: Leadership, Entrepreneurship, & Reinvention | Stories From Founders|Veterans|Execs · May 29, 2026 · 1h 41m

"If the answer you're given doesn't resonate, keep pushing."

Tiffanie Janowitz spent a year pushing back on doctors who told her she was fine — until they finally ordered the test that confirmed she had breast cancer. That moment didn't come out of nowhere. She'd spent years building the discipline, voice, and self-trust to recognize when something wasn't right. And when life came at her, she was prepared.

In this conversation, Tiffanie — CEO of Limitless Society, former investment professional managing three-quarters of a billion in assets, mom, wife, and one of the most intentional humans…