I'm Jonas Urba, a New York employment lawyer here with Employment Law Reality Check. Income taxes. Will you have to pay them on an employment discrimination settlement? Most of the time you will, even if you settle a case and part of the proceeds are designated as 1099 and the other part as W2, you're still probably gonna have to pay taxes on all of that money. Discuss these issues with your employment lawyer before you settle your case, or even before you sign up to go forward on an employment discrimination case. Call some employment lawyers. Call me, I'm Jonas Urba, I serve the entire state of New York and I can be reached at (212) 731-4776. Attorney Advertising.