He pivoted at $1M ARR—then raised $120M. | Kevin Tian, Co-Founder of Doppel
Kevin Tian walks through one of the boldest pivots in startup history—abandoning a profitable $1M ARR NFT business to chase cybersecurity, ultimately raising $120M from top VCs. His contrarian approach to customer validation and timing around the FTX collapse offers rare insights into navigating market transitions while maintaining investor confidence.
Key takeaways
- •Ask 'how much would you pay?' instead of 'would you pay?' to get meaningful customer validation signals.
- •Product expansion can emerge from customer complaints about using multiple solutions—listen for integration pain points.
- •Major life disruptions like COVID can trigger the existential questioning that leads experienced professionals to entrepreneurship.
- •Pivoting from a profitable business requires conviction that the new market opportunity significantly outweighs current revenue.
The essay
Most founders ask customers if they'd pay for their product. Kevin Tian learned the hard way that's the wrong question. The real question that saved his startup from the NFT graveyard and turned it into a $120 million cybersecurity company is far more specific: "How much would you pay?"
That subtle shift in customer validation strategy helped Tian navigate one of the most dramatic pivots in recent startup history. His company Doppel started as an NFT marketplace, hit $1 million ARR, then completely changed direction into cybersecurity software. The timing couldn't have been more precarious , Doppel raised $5 million from FTX just months before the exchange's spectacular collapse.
The pivot story reveals something crucial about product-market fit that most founders miss. It's not enough to find customers who want your product. You need customers who want it badly enough to pay enterprise prices for it. Tian discovered this when his team was building tools for NFT creators and collectors. "We would ask, would you pay? We probably should have asked, how much would you pay?" The difference between those two questions is the difference between building a hobby and building a business.
When customers say they'd pay for something, they're often being polite. When they tell you exactly how much they'd pay, they're telling you whether you have a real market. The NFT customers liked Doppel's tools, but their willingness to pay revealed the market's limitations. Meanwhile, early conversations with potential cybersecurity customers showed they had serious budget allocated for the problems Doppel could solve.
The FTX connection adds another layer to this story. Tian and his co-founder deliberately sought FTX as their lead investor because "they were such a big name at the time." This wasn't just about money , it was about credibility in the crypto space they were then operating in. When FTX collapsed, Doppel had to rebuild investor relationships from scratch, but by then they'd already identified the cybersecurity opportunity that would become their main business.
The timing of Doppel's founding also matters for understanding how major pivots happen. Tian left Lyft in 2020 and started the company in 2021, "the depths of COVID, when everyone's working remotely and everyone's separated from each other." That isolation created both the initial NFT opportunity (digital communities needed new tools) and eventually the cybersecurity need (remote work created new attack surfaces). Founders who pivot successfully don't just change products , they follow shifting market dynamics to where the real pain points are emerging.
What's striking about Tian's approach is how he let customer feedback drive expansion even before the full pivot. When cybersecurity prospects told his team that combining multiple security tools into one solution would be valuable, Doppel built those features. "They said, well, if we could build for that, would it be valuable to not have to use two solutions? So, like, yeah. If you could do it well, sure." That willingness to follow customer needs across market boundaries is what turns a struggling NFT startup into a nine-figure cybersecurity company.
The lesson for founders isn't that you should plan to pivot. It's that you should ask the right validation questions from day one. Don't just ask if customers want your product. Ask how much they'd pay for it, how urgently they need it, and what they're using instead. Those answers will tell you whether you're building in a real market or just scratching a surface-level itch. And if the answers point you toward a completely different market, follow them. The best pivots happen when founders listen to what customers are actually willing to pay for, not what they originally set out to build.
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