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Rob Giglio: Chief Customer Officer, Canva
Overview
Published 24th March, 2026.
Episode #250 features a rare in-depth conversation with Rob Giglio, Chief Customer Officer at Canva, the world’s leading visual AI platform serving 200M+ users globally. Previously, he held senior leadership roles at Adobe, DocuSign, and HubSpot and more.
In conversation with Vidit Agarwal, Rob shares the real story behind his career, including growing up in a military family, navigating setbacks like being laid off, and redefining success beyond titles.
He unpacks what it takes to build high-performing teams - hiring top 1–3% talent and balancing performance with genuine care for people, how he’s stayed relevant across decades of change from CPG to SaaS to AI, and how he’s now scaling Canva’s enterprise growth as a visual AI platform. He also shares why he’s intentionally chosen impact, customers, and craft over becoming a CEO.
Please enjoy exploring your curiosity.
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Sponsors:
→ Allens: Trusted advisors to leading companies including Canva. Visit allens.com.au
→ This episode is part of a special limited series on innovation, supported by the City of Sydney. Explore more at: https://www.cityofsydney.nsw.gov.au
Show notes
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.
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