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Reading: Like Jeff Bezos and Howard Schultz, Chess.com’s cofounder says individuals doubted his imaginative and prescient—with a 225 million-user empire, he is now having the final chortle | Fortune
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Asolica > Blog > Business > Like Jeff Bezos and Howard Schultz, Chess.com’s cofounder says individuals doubted his imaginative and prescient—with a 225 million-user empire, he is now having the final chortle | Fortune
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Like Jeff Bezos and Howard Schultz, Chess.com’s cofounder says individuals doubted his imaginative and prescient—with a 225 million-user empire, he is now having the final chortle | Fortune

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Last updated: October 19, 2025 11:08 am
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3 months ago
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Like Jeff Bezos and Howard Schultz, Chess.com’s cofounder says individuals doubted his imaginative and prescient—with a 225 million-user empire, he is now having the final chortle | Fortune
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Contents
  • No investor, no downside: Chess.com founder had his personal again
  • It was the ‘laughingstock’ of the chess group earlier than amassing 225 million customers

In any entrepreneur’s journey, there are certain to be naysayers and doorways slammed of their face. 

When Jeff Bezos was drumming up his early visions of Amazon whereas working as a hedge fund supervisor, his Wall Avenue boss questioned if he might obtain success and monetary safety by promoting books on the web. And when Howard Schultz was on the lookout for cash to again his espresso enterprise, known as Starbucks, greater than 200 buyers believed nobody would pay $3 for a cup of joe. 

The identical goes for 2 of Chess.com’s founders, Danny Rensch and Erik Allebest, after they had been procuring out their platform to potential buyers. Rensch tells Fortune they had been routinely neglected and disregarded.

“We were laughed out of VC rooms who said that chess would never be anything. Nobody invested early on, and it became the biggest blessing in disguise,” Rensch recollects. 

No investor, no downside: Chess.com founder had his personal again

As an alternative of counting on the pockets of buyers, the Chess.com founders dipped into their very own. They bootstrapped the web enterprise in 2009 with cash from Allebest’s former chess ventures, additionally borrowing $70,000 from a mom’s buddy, which Rensch says they paid again in a short time. Quickly, the entrepreneurs proved that VC buyers missed out on an enormous win; immediately, Chess.com is likely one of the largest on-line chess platforms on the planet with greater than 225 million registered members and 40 million lively month-to-month customers. Chess.com says it even surpassed a $1 billion valuation again in 2023.

Regardless of having to maintain his day job for years whereas his bootstrapped firm was clawing its solution to profitability, Rensch says he wouldn’t have it some other approach. It’s part of Chess.com’s underdog story because the platform idea was not solely mocked by enterprise capitalists, but additionally by the chess group at massive. Now, the web site has change into important for anybody who’s considering, or critical about, chess—from novices to grandmasters. 

“That is a really important part of the story—there was no money raised. We were completely bootstrapped,” Rensch continues. “And given where chess went, I think it’s funny and adds to the magic of ‘Wow, what happened here?”

It was the ‘laughingstock’ of the chess group earlier than amassing 225 million customers

When Chess.com was nonetheless on its enterprise bambi legs, it not solely needed to take warmth from the VC world, but additionally from its personal group. Gamers had been uncertain; the web was nonetheless in its relative infancy in 2009. Plus, there have been different area of interest chess gaming websites like ChessPark (which grew to become part of Chess.com), Chess Tempo, and Purple Sizzling Pawn. 

“Chess.com was the laughingstock of the online chess community,” Rensch says. “It sounds so funny to say now, but it really is important to reflect and understand that the internet—at its earliest inception—was not web two or let alone web three. Your website was just a place with a phone number for a lot of people.”

“There were niche communities and there were the main ones, but Chess.com itself, and the idea that it would become such an amazing home for every level of the chess playing community…was kind of ridiculous for most,” Rensch continues. 

Rensch says he sees his web site as a skill-sharpener that enriches individuals’s lives. In Chess.com like a subscription service—like a Duolingo, Strava, or Spotify—the platform is a “lifestyle” ritual that customers really feel provides worth to their well-being. And within the 16 years for the reason that web site’s inception, greater than 225 million chess lovers have flocked to the platform to sharpen their gameplay and be in group. 

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