Who We Are with Rachel Lim #49: Leo: "The Most Humbling Season Of My Life"
Jan 27, 2026
A candid conversation about starting over and the humbling work of building from scratch. They explore fatherhood, breaking old patterns, and finding joy again through cooking. There is honest talk about pride, ego, and learning to stay teachable. The story centers on resilience, rebuilding identity, and choosing growth amid uncertainty.
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Finding Joy In Presence With His Kids
- Leo found profound joy and fulfillment in being present with his children after deciding to be a different kind of father than his own dad.
- He intentionally put away his phone to catch moments with Ollie and Kira so they keep coming to him with questions and shares as they grow.
How Small Consistent Creations Open Big Opportunities
- Consistency in a small creative practice rebuilt Leo's confidence and opened unexpected doors like a Shangri‑La opportunity.
- Alio Olio began at home as an outlet and weekly recipes led to visibility and professional opportunities.
Starting Anon Forced A Humbling Relearn
- Starting Anon forced Leo to relearn basics and collaborate with younger co‑founders who had different skills and working styles.
- He leaned on Hayden and Shereen for technical knowledge like fabrics, branding, and shoots, which humbled him.