Yeah, I try to do the same. My problem is that I usually receive a yearly Mutual Fund investment capital gains dividend that gets reinvested into the fund. I never know what that amount will be until the end of the year. I try to estimate it and included it in my required estimated tax payments for the following tax year. I never actually get that income until I start selling the shares, but it’s counted as income by Feds & State. Currently I’m living on a fixed pension that would qualify for full amounts of all the COVID stimulus checks issued to date. Unfortunately the government thinks I’m rich (I also have to pay higher Medicare premiums due to this also), and I’m not savvy enough like Congress people or Senators to hide this income to pay no taxes on it
. Fortunately, between my pension and savings I collected while working (now retired), I’m able to enjoy my hobby of firearms collecting
.