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Yashin had spent around 15 years building businesses across industries ranging from fashion technology and retail hardware to sneaker cleaning, as well as investing in early-stage technology companies. Yet when he attempted to place a football bet, he found the interface so impenetrable that he eventually headed to a betting shop to ask how to do it.

When he subsequently looked at casino games, something else struck him – the experience did not seem dramatically different from the slot machines he remembered seeing years earlier.

“I started thinking about how to combine the really great monetisation of randomness in casino games with the attention loop of social media platforms,” Yashin says. “The idea was: what if you could bet on the result of a short video or a short TikTok?”

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Younger patrons are increasingly familiar with crypto, but the lack of regulatory adoption in the regulated space can push bettors to offshore or unlicensed platforms, most of which do accept it. At the ICE Barcelona conference in 2025, a panel of international sports betting CEOs lamented the fact that they were barred from adopting crypto, while their black-market competitors were not.

A report released in June by payment provider Paysafe said the percentage of online sports bettors who dabble in crypto is 64%, more than double the US average of 30%. Crypto deposits are only legal in two states, Wyoming and Colorado, but crypto withdrawals are not legal anywhere – 85% of respondents said they would welcome withdrawals as an option, Paysafe said.

“When permitted, crypto would become a top-three payment option for funding deposits (after digital wallets and debit cards), and a top-two payment preference in New York and Illinois,” the report said.

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But as mentioned earlier, this is not the first time Grant has been caught in a similar legal tangle with Star Casino, which accused the man of using a strategy known as “edge sorting,” which is essentially discovering an imperfection in the make of the cards used in a table game.

By leaning into that imperfection, players may then exploit the knowledge and tip the house edge in their favor. Most casinos and courts around the world consider this to be cheating.

However, the judgment in that specific case against Star Casino ruled that Grant was a self-professed advantage player, and that a casino where the staff was competent and the games were operated correctly had nothing to worry about.