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Sukhinder Singh Cassidy: CEO, Xero
Overview
Published 18th February, 2026.
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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Timestamps
About us
The High Flyers Podcast features in-depth interviews with the world’s most influential figures in business, tech, finance, government and sport. Launched in 2020, it has ranked in the global top ten for past three years, with listeners in 27 countries and over 200+ episodes released, and featured in Forbes, Daily Telegraph, and at SXSW.
Our guests include -- Malcolm Turnbull (Prime Minister of Australia), Anil Sabharwal (Global VP, Product at Google), Jason Collins (Head of BlackRock, Asia Pacific), Stevie Case (Chief Revenue Officer, Vanta), Brad Banducci (CEO, Woolworths), Jean-Michel Lemieux (CTO, Shopify + Atlassian), Sweta Mehra (EGM, NAB; ex CMO, ANZ), Bowen Pan (Creator, Facebook Marketplace), Sam Sicilia (Chief Investment Officer, Hostplus), Craig Tiley (CEO, Tennis Australia), John Haddock (CBO, Harvey), Niki Scevak (Co-Founder, Blackbird Ventures), Mike Schneider (CEO, Bunnings), Trent Cotchin (3x Premiership Winning Captain, Richmond FC), Peter Varghese (Secretary/Chief, Foreign Affairs, Australian Government), Jack Zhang (CEO, Airwallex), Matteo Franceschetti (CEO, Eight Sleep) and more.
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