Xero CEO Sukhinder Singh Cassidy Says: When FOMO  Fear of Failure, You Move

Xero CEO Sukhinder Singh Cassidy Says: When FOMO Fear of Failure, You Move

May 13, 2026 · 42 min · Season 1 · Episode 263

About this episode

Sukhinder Singh Cassidy discusses how her experiences in tennis and leadership roles have shaped her approach to overcoming fear and fostering team dynamics.

Ep. 263: With a resume that includes StubHub President and Google President of Asia Pacific and Latin America, this technology exec joins the show talk about how tennis shaped her, and the way she now is involved in ownership of the Toronto Tempo! In this episode, you will learn: Why pre-morteming failure shrinks fear and drives real action Why the who you work for will always matter more than the what How modeling imperfection — not perfection — creates psychological safety on your team How to find passion in your work, not just find work you're passionate about Do you want to write a book? In my new role as Publisher at Forbes Books and with the incredible resources and expertise of their team, we're making it easier than ever to help YOU to tell your story. Send us a message here to get started: https://books.forbes.com/don/ Looking for a speaker for your next event ? From more than 30 years of interviewing and studying the greatest winners of all time Don offers these live and virtual presentations built to inspire your team towards personal and professional greatness. Special thanks to Amelia Prieto and Johnathan Levin for making this episode possible.

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