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Entrepreneur's Diaries: Chronicles of Success > Blog > Business > Founder Stories > Jack Ma’s Comeback: How Alibaba’s Founder Is Shaping Its Second Act
Founder Stories

Jack Ma’s Comeback: How Alibaba’s Founder Is Shaping Its Second Act

Ratnakar Mavilach
Last updated: August 12, 2025 12:49 am
Ratnakar Mavilach
9 months ago
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Jack Ma walks differently these days. Less stage-sprint, more measured. The easy smile is still there, but now it feels guarded, as if he’s learned the cost of letting everyone in. For nearly two years, China’s most famous entrepreneur was nowhere to be found not on conference stages, not in the media, not even in the casual sightings that used to send social platforms buzzing.

Contents
  • The Climb That Started in a Small Room
  • When the Music Stopped
  • The Silence
  • The AI Jolt
  • The Founder Who Knows Rejection
  • Leadership in a Changed Market
  • Lessons That Outlast the Headlines
  • The Second Act

The Climb That Started in a Small Room

He didn’t begin with servers and stock listings. In 1999, Ma sat in a cramped Hangzhou apartment with 17 friends, one phone, and a handful of cheap desks. The air smelled of instant noodles and cigarette smoke the standard perfume of every startup I’ve ever visited in its earliest days.

His pitch to investors was raw: China needed a way for its small manufacturers to meet buyers abroad. This was pre-smartphone, pre-social media. Goldman Sachs gave him $5 million. SoftBank followed with $20 million. It wasn’t glamour money it was survival capital.

Alibaba outlasted the dot-com bust and then went toe-to-toe with eBay in China. Ma’s weapon wasn’t superior tech; it was an instinct for the local market. He made listings free. He personally called merchants to persuade them to join. He launched Alipay when banks wouldn’t support online payments.

When the Music Stopped

By 2014, Alibaba’s New York IPO had raised $25 billion, a global record. Ma was everywhere — World Economic Forum panels, late-night talk shows, even guest-lecturing in universities. Then, in 2020, came the speech that turned the tide.

At a finance summit in Shanghai, he criticized regulators for being “too risk-averse” and stifling innovation. In China, that wasn’t just opinion it was provocation. Within weeks, the $37 billion IPO of Ant Group was pulled. Regulators came for Alibaba next: a $2.8 billion antitrust fine, tighter oversight, and a public signal that no founder was bigger than the state.

And then, Jack Ma vanished.

The Silence

In China’s corporate world, disappearing can mean you’re finished. Ma spent those years traveling quietly, staying off Chinese social media, and letting others speak for the company. Inside Alibaba, the mood shifted. Leaders restructured divisions, cut high-profile projects, and leaned hard into compliance.

When Ma returned in 2023, it wasn’t to a product launch or a TED-style talk. He was in a meeting with Xi Jinping, flanked by other tech executives. The photo went viral for what it implied: Ma was back in the fold, or at least close enough to matter again.

The AI Jolt

By that time, ChatGPT had set the global AI race on fire. Alibaba wasn’t ahead. In fact, it risked being left behind. Ma pushed for a pivot that would pull AI into Alibaba’s bloodstream. The company launched Qwen, its own large language model, and began integrating AI into logistics, cloud services, and customer experience.

More tellingly, Ma backed investments in domestic chip design to reduce reliance on U.S. suppliers a hedge against the geopolitical rifts shaping tech supply chains. He wasn’t chasing Silicon Valley headlines; he was building for China’s next decade.

The Founder Who Knows Rejection

Long before IPOs and political drama, Ma was a kid who failed China’s college entrance exam twice. He applied to dozens of jobs even a role at KFC and was rejected by all. He didn’t see a computer until he was in his thirties. That distance from tech’s privileged early adopters gave him a different lens: technology wasn’t the goal, it was the bridge.

When investors hesitated in Alibaba’s early days, Ma didn’t pitch them with metrics. He painted a picture of what China’s small businesses could become if they had a platform. It’s not a skill you find in pitch decks; it’s something you learn standing in front of people who don’t yet believe you.

Leadership in a Changed Market

Today, Ma isn’t in Alibaba’s daily trenches. He spends time on education projects, small-business mentoring, and philanthropic work through the Jack Ma Foundation. In Africa, his fellowship program has trained hundreds of young entrepreneurs. In rural China, he’s funded teacher training programs that quietly reshape how kids in remote areas learn.

Still, people inside Alibaba say he’s active on big decisions especially in AI, overseas expansion, and strategic partnerships. His role now is part strategist, part signal proof to the market that the company’s founder hasn’t walked away.

Lessons That Outlast the Headlines

  • Politics is a business variable. Ignore it, and you risk losing the whole game.
  • Stepping back can be the most aggressive move. It lets the storm pass without breaking you.
  • Tie new bets to the old engine. Alibaba’s AI push works because it runs through existing revenue streams.
  • Purpose is leverage. Ma’s philanthropic work expands his influence even when his corporate visibility narrows.

The Second Act

Alibaba in 2025 isn’t the Alibaba of 2014. China’s tech scene has shifted. Regulations are tighter. Global competition is fiercer. But Ma’s return quieter, more calculated, focused on AI and education shows a founder’s job isn’t just to start something. It’s to keep reshaping it, even when you’re not the one in the front row.

Jack Ma’s story now isn’t just about building a company. It’s about outlasting the moments when everyone thinks you’re finished.


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Ratnakar Mavilach
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Ratnakar Upadhayay, known professionally as Ratnakar Mavilach, is an Indian businessman who is best known for coming up with the idea for Hinglishgram, the first content delivery platform in the world. His innovative endeavors range from launching Debonair Magazine back into the public sphere.

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Ratnakar Upadhayay, known professionally as Ratnakar Mavilach, is an Indian businessman who is best known for coming up with the idea for Hinglishgram, the first content delivery platform in the world. His innovative endeavors range from launching Debonair Magazine back into the public sphere.
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