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I received winnings that they did not tax in 2016. I had to pay a penalty because I owed more than $1000 to IRS. How can this be avoided if it occurs again in the future?
Normally, I would not have this situation so do not want to do the estimated tax at the $400+quarterly that the system printed when I did my taxes. The gambling winning was what took me over the $1000 limit to have a penalty applied not work income. Is there a way for me to submit money directly to IRS if a gambling win happens in future?
‎June 5, 2019
4:10 PM