So, this current year (2023), I worked as a 1099 individual contractor for less than 2 months. I recently got paid $1400 in October for services rendered. I know that you have to submit a 1040 ES every quarter to pay the estimated taxes owed. Last year (2022) I did not file any tax return because I was a full-time student and did not earn any income. The only income I have earned this year has been $1400. Do I still have to file 1040 ES for the $1400 that I earned? My filing status two years ago was Head of Household with 3 dependents since my wife is a non-US citizen and wasn't working at the time. If this year I am required to file a tax return, should I file as married but filing separately due to my wife being a foreigner? What is the upside and downside of filing as Head of House over Married filing separately in terms of 1099 individual contractor? Can I fill a 1040-ES using TurboTax? I forgot to mention that I currently reside overseas in Japan. Any help or guidance would be greatly appreciated. Thank you.
