SaaStr 810: AI and the Bottom Line, How Canva Turns Freemium into Conversions with Canva’s CCO Rob Giglio

2025-07-10

SaaStr 810: AI and the Bottom Line, How Canva Turns Freemium into Conversions with Canva's CCO Rob Giglio Join John Gleason, founder and managing partner at Success Venture Partners, as he interviews Rob Giglio, Chief Customer Officer at Canva. Rob shares his extensive experience leading customer success, sales, and go-to-market functions at top companies like HubSpot, DocuSign, and Adobe. In this episode, Rob delves into his strategic approach to scaling Canva's enterprise business while maintaining the company’s unique c...

SaaStr 810: AI and the Bottom Line, How Canva Turns Freemium into Conversions with Canva's CCO Rob Giglio

Join John Gleason, founder and managing partner at Success Venture Partners, as he interviews Rob Giglio, Chief Customer Officer at Canva. Rob shares his extensive experience leading customer success, sales, and go-to-market functions at top companies like HubSpot, DocuSign, and Adobe. In this episode, Rob delves into his strategic approach to scaling Canva's enterprise business while maintaining the company’s unique customer-centric culture. He also discusses the integration of AI to enhance customer experiences and how value-driven customer journeys underpin Canva’s growth. Perfect for aspiring CCOs and anyone interested in the intersection of customer success and sales.

00:00 Introduction and Guest Welcome

00:29 Rob's Role and Responsibilities at Canva

03:11 Career Journey and Mentorship

07:17 Building Enterprise at Canva

14:20 Customer-Centric Approach

21:42 AI Integration at Canva

24:36 Conclusion and Final Thoughts

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