

20VC: The Most Insane Story in Startups: Airwallex: The Angel That Turned $1M into $1BN | The Fund That Pulled a Term Sheet & Lost $1BN | Rejecting Stripe's $1.2BN Offer | Scaling to $1BN in Revenue & 100% YoY Growth for 8 Years with Jack Zhang
251 snips May 27, 2025
Jack Zhang, Co-Founder and CEO of Airwallex, shares the incredible journey of transforming a $1M angel investment into a billion-dollar success story. He recounts turning down a $1.2BN offer from Stripe and navigating challenges like the COVID-19 pandemic, which halved their revenue overnight. The discussion highlights their rapid growth to $1BN in transaction volume within nine months and the importance of resilience through three early failures before achieving product-market fit.
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Hardship Builds Entrepreneurial Resilience
- Jack Zhang worked relentlessly through his teens in tough jobs like a lemon factory, a restaurant, and a petrol station to support himself in Australia.
- These experiences toughened him, building resilience critical for his future entrepreneurship.
The Best Angel Investment Ever
- Jack got a $1 million angel investment wired to his personal bank account before even resigning or registering a company.
- This early trust proved to be one of the best angel investments ever, turning $1M into a billion-dollar outcome.
A $1B VC Term Sheet Pullback
- Matrix Partners signed a $10 million term sheet but pulled it later, doubting the defensibility of Jack's algorithm idea.
- This move cost them what became a billion-dollar opportunity.