Wild Hearts

Nick Rudder: Tax. But not as you know it.


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When Nick Rudder's co-founder left and went back to Australia, Nick was alone in the US. His wife was pregnant with twins. Their health insurance wouldn't cover the pregnancy. He had almost no budget and no product. He could have gone home. He didn't.

Sphere - now backed by a16z - builds international tax compliance for the fastest-growing software companies in the world. Most of their customers have never had a compliance platform before. They're moving too fast to have built one, which means Nick isn't up against a competitor. He's becoming the function they don't yet have.

How you get from "everything is on fire" to "a16z writes the check" is the episode. The 60 discovery calls before a line of code. The Figma prototype he sold until a customer told him to grow up. The AI he built to reason over trade law while the old guard said it couldn't be done.

Kate sits down with Nick to talk about what it takes to rebuild from nothing and what the fastest corner of the market actually demands right now.

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Wild HeartsBy Blackbird Ventures