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BOOKMAKERS MUST PAY INCOME TAX. Washington, D. C, November 12. Bookmakers lucky enough to win more than 53,000 a year will be compelled to file returns under the new income tax law. Their losses and exemptions may he charged off and they must pay the assessment on the balance. Betting on horse races or on three of a kind in a draw game is not in violation of federal statutes except in the District of Columbia and the territories. So income from that source looks just like any other to the tax collectors.