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 · 2026-05-29 · 1h 41m
Episode notes
"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 you'll meet — sits down with Jeff to talk about what it actually takes to live in alignment with yourself, raise kids who can use their voice, and prepare for the moments that try to break you.