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Thanks, I understand I can then enter losses as an itemized deduction.  I am still confused as to what winnings and losses are in the above example, though.  For the above two (sample) bets, are the winnings to report as income $200 and the losses to report on itemized deductions $150, or something else?  Also, how are "bonuses" from online sports betting companies treated?  Are these winnings?  (For example, give you $50 for signing up, or give you "risk free bets" where after the bet they give you a bonus of the amount of your wager.  Are these winnings?)