Nicholas Rudder

Co-founder and CEO of Sphere, an AI-powered cross-border tax and revenue compliance platform; raised a $21M Series A from Andreessen Horowitz and is building integrations to help companies sell internationally.

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Nov 18, 2025 • 53min

Sphere's $21M Series A: Nicholas Rudder on Building Cross-Border Compliance

Nicholas Rudder, co-founder and CEO of Sphere, discusses his journey from a failed EdTech startup to raising $21M in Series A funding for his AI-driven cross-border compliance platform. He shares insights on validating demand using a Figma prototype, navigating the complexities of international tax, and the emotional challenges of losing a co-founder. Nicholas also emphasizes the significance of hiring an internal recruiter post-funding and compares the startup ecosystems of San Francisco, the UK, and Australia.

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