The High Flyers Podcast with Vidit Agarwal

#244 Sukhinder Singh Cassidy: Xero's CEO on Intensity as Superpower + Kryptonite, Father’s Influence & Xero's 3×3 strategy in the AI era

The High Flyers Podcast with Vidit Agarwal

Show Notes

Episode #244 features Sukhinder Singh Cassidy, CEO of Xero — the publicly listed small business platform serving ~4.6 million subscribers across 180+ countries.

In conversation with Vidit Agarwal, Sukhinder reflects on her journey from growing up in a deeply values-driven Sikh household in Canada to leading global teams at Amazon and Google, founding three companies, and now steering Xero through its focused 3×3 strategy, US expansion, and AI transformation.

She speaks with rare candour about intensity as both her superpower and her kryptonite, taking time off before every job and how lessons from banking, Google and her founder missteps now shape her leadership at Xero. Sukhinder also unpacks Xero’s focused 3×3 strategy, the secret to unlocking further growth in the US, Building product in the AI era, filtering customer insights and more.

Please enjoy exploring your curiosity!

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