What tools do gambling or classifieds sites use to detect or know your using a vpn? Thanks in advance.
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VPNs can be detected through simple mechanisms like comparing the actual browser timezone with the target server's exit node or by using databases that store information about whether a given IP address belongs to the VPN
Anyway, you can trick the casino... if they allow using a VPN you can use it, and if they don't let it, you risk your money, and you can get banned. So if you wish to be sure that casino allows using a VPN read their ToS, ask support, or in the ANN thread of the casino.