Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN

Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN

The Twenty Minute VCMay 26, 20251h 35m

Jack Zhang (guest), Harry Stebbings (host)

Jack Zhang’s early life, financial hardship, and work ethic formationPre‑Airwallex entrepreneurial experiments and building financial securityAirwallex founding story, early funding, and the $1M angel checkProduct pivots, failed ideas, and eventual product‑market fit in cross‑border paymentsNear‑death moments, fundraising cycles, and investor dynamics (Tencent, Sequoia, DST, SoftBank, Hedosophia)Stripe’s attempted $1.2B acquisition and Zhang’s decision to remain independentScaling to a global multi‑product fintech platform, culture, hiring, and leadership lessons

In this episode of The Twenty Minute VC, featuring Jack Zhang and Harry Stebbings, Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN explores from Lemon Factory To Fintech Unicorn: Jack Zhang’s Relentless Ascent Jack Zhang, CEO and co‑founder of Airwallex, recounts his journey from financially insecure immigrant teenager in Australia working 16-hour menial shifts to building a multi‑product, global fintech platform approaching $1B+ in annual revenue. He describes a decade of side businesses that made him millions before Airwallex, multiple near‑death company moments, and turning a stranger’s $1M angel check into a stake now worth around $1B. The conversation covers failed product iterations, hard pivots, rejected term sheets, a declined $1.2B acquisition offer from Stripe, and the discipline learned after raising and burning hundreds of millions of dollars. Throughout, Zhang emphasizes resilience, founder quality over ideas, and his ambition to build an AWS‑like global financial infrastructure that can rival Citi or HSBC by 2035.

From Lemon Factory To Fintech Unicorn: Jack Zhang’s Relentless Ascent

Jack Zhang, CEO and co‑founder of Airwallex, recounts his journey from financially insecure immigrant teenager in Australia working 16-hour menial shifts to building a multi‑product, global fintech platform approaching $1B+ in annual revenue. He describes a decade of side businesses that made him millions before Airwallex, multiple near‑death company moments, and turning a stranger’s $1M angel check into a stake now worth around $1B. The conversation covers failed product iterations, hard pivots, rejected term sheets, a declined $1.2B acquisition offer from Stripe, and the discipline learned after raising and burning hundreds of millions of dollars. Throughout, Zhang emphasizes resilience, founder quality over ideas, and his ambition to build an AWS‑like global financial infrastructure that can rival Citi or HSBC by 2035.

Key Takeaways

Early hardship can build abnormal resilience and drive.

Zhang’s experience losing family financial support at 16, working 100‑hour weeks in physically demanding jobs, and self‑funding his education created a baseline of toughness that later made startup stress and long hours feel manageable rather than exceptional.

Get the full analysis with uListen AI

You can be financially successful yet still feel unfulfilled without mission‑fit work.

Before Airwallex, Zhang ran multiple side businesses (import/export, real estate, phone accessories, etc. ...

Get the full analysis with uListen AI

Founding stories often hinge on unlikely, high‑conviction believers.

Lucy, a 20‑something ex‑banker Zhang met for the first time at his coffee shop, wired $1M to his personal account within days, pre‑incorporation, for 20% of Airwallex; that first‑time angel check is now roughly a $1B position, illustrating the outsized impact of one early believer.

Get the full analysis with uListen AI

Winning companies usually endure multiple product and strategy failures before product‑market fit.

Airwallex’s initial P2P FX algorithm, SME invoicing product, and early Tencent/Mastercard platform bets all failed to scale; PMF only arrived after pivoting to API‑based infrastructure for large enterprises and landing a few huge customers like Shein and tuition‑payment platforms.

Get the full analysis with uListen AI

Founders must balance aggressive ambition with financial discipline.

After raising large rounds (e. ...

Get the full analysis with uListen AI

The quality and conviction of investors matter as much as their brand.

Zhang’s journey includes a pulled term sheet, slow‑moving corporates, and near‑misses with SoftBank, contrasted with highly conviction‑driven backers like Tencent, Sequoia, DST, and Hedosophia (Ian Osborne), who wired money through crises like COVID market crashes and kept doubling down.

Get the full analysis with uListen AI

Saying no to life‑changing acquisition offers can be rational if the mission is larger.

Zhang turned down Stripe’s ~$1. ...

Get the full analysis with uListen AI

Notable Quotes

I did 100 hours a week for about 20 years, dude.

Jack Zhang

Making money is not gonna make you happy. I started more than 10 businesses and realized I didn’t like any of them.

Jack Zhang

Why has this thing been around for 50 years and processes trillions a day? Why can’t we fundamentally build a new system to move money like data?

Jack Zhang (on SWIFT and cross‑border payments)

This is the girl you met for the first time in your life…and she’s offering you $2 million.

Jack Zhang (on Lucy, Airwallex’s first angel investor)

We basically never grew below 100% from 2015 to 2023.

Jack Zhang

Questions Answered in This Episode

How would Airwallex’s trajectory—and Zhang’s personal fulfillment—have differed if he had accepted Stripe’s acquisition offer?

Jack Zhang, CEO and co‑founder of Airwallex, recounts his journey from financially insecure immigrant teenager in Australia working 16-hour menial shifts to building a multi‑product, global fintech platform approaching $1B+ in annual revenue. ...

Get the full analysis with uListen AI

What specific cultural and hiring mechanisms did Airwallex put in place to transition from failed senior hires to the resilient, high‑curiosity team Zhang now values?

Get the full analysis with uListen AI

Given the heavy regulatory and capital requirements of global banking, where does Zhang see the hardest moat for Airwallex over the next decade?

Get the full analysis with uListen AI

How should founders decide when aggressive international expansion is justified versus when they should wait for stronger product‑market fit in home markets?

Get the full analysis with uListen AI

What frameworks could investors and founders use to better evaluate ‘founder resilience’ and life history, the way Yuri Milner did with Zhang, rather than over‑focusing on near‑term metrics?

Get the full analysis with uListen AI

Transcript Preview

Jack Zhang

I don't know what is financial discipline. So, I don't have a budget. I'm just like, hire as fast as possible, just blow it all up. (explosion) And then I realize at one point that we running out of money. Every month I'm raising money, basically. So, we went from 0 to a billion dollar transaction volume within, like, nine months. And so we basically never grow below 100% from 2015 to 2023. We went to, like, 500 million dollar AR in August last year, then hit like 600 in November, 700 in January and Feb.

Harry Stebbings

Ready to go? Jack, dude, I'm so excited for this. Listen, we walked around the park and I heard your story, and respectfully I was like, this is such an incredible story that I don't think many people know quite how awesome it is. So, first, thank you so much for joining me.

Jack Zhang

Thanks, Harry. It's a, it's a great pleasure to, uh, join this show.

Harry Stebbings

Dude, I want to start with going... And normally I don't love the whole like, "Oh, take me back to your childhood," 'cause it's normally like, you know, going back to the early days of Stanford. But you started in Australia, and I want to start actually very young, 'cause you started... Was it working in a petrol station? Can you just take me back to the first job and, and that early time?

Jack Zhang

I came to Australia when I was, uh, I guess 15-ish. Um, and, and this, you know, I went basically started high school and, um, my family basically lost, um, most of their money and I lost financial support when I was 16. And I had to basically figure it out how to survive, uh, in a foreign country by myself. Uh, and that's why I started, uh, work in a restaurant, uh, work in lemon factory. Um, and-

Harry Stebbings

You worked in a lemon factory?

Jack Zhang

Yeah. That's during summer. You know, I, uh, go, uh, basically go take, uh, few hours of train and buses to get on the mountain every day and, uh, to literally carrying lemon, uh, boxes. Um, you know, thousands of lemon boxes a day, uh, under the s- you know, 40 degrees and, uh, for two hours a day without even eating lunch.

Harry Stebbings

How much did they pay you at the lemon factory?

Jack Zhang

Uh, they actually pay okay. They pay like 14 bucks, uh, Aussie, an hour. Um, and, uh, because you kind of can work over the 20 hours limit during the holiday, and it's actually a pretty decent income. But it's just a really, really tough job.

Harry Stebbings

Were you nervous/scared? You're 16, 17 at this point, on your own, in a foreign country without financial security. It's a pretty intimidating place to be.

Jack Zhang

Well, I guess, uh, just situation that you don't have a, have a choice. Um, you, you know, I left China where I was born and, you know, come to Australia. By that time, I already in Australia for over a year. I couldn't go back to China to do the, uh, exam to the universities, uh, 'cause I would- wouldn't be that competitive anymore. I don't even know how to return to the education system by that time. And literally, you have to figure it out how to, you know, survive and how to pay for the tuitions, um, you know, i- which is very expensive for international students. Uh, I remember it was 24,000 a year. Uh, and then you have to, you know, figure out the, the living expenses, you know, help to, to fund my study. And, um, you know, I have to do my part, just really work as many jobs as possible to figure out how to live on my own.

Install uListen to search the full transcript and get AI-powered insights

Get Full Transcript

Get more from every podcast

AI summaries, searchable transcripts, and fact-checking. Free forever.

Add to Chrome