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Is it illegal to gamble with a VPN? No, it's not illegal to gamble with a VPN. By using a VPN to access gambling sites, you are simply protecting your online traffic from being tracked and ensuring that your personal information is kept secure.
This practice is known as multi-accounting or gnoming. Even if you're not doing anything underhand, if a bookmaker suspects that you're using a VPN, they may close your account and withhold any winnings due to you.