Comment by BobaFloutist

We have automatic deductions on paychecks too, the problem is the complicated system of deductions and the way capital gains are handled that we have to apply after that.

Trump and Republicans actually simplified it a lot with their temporary tax changes that boosted up the "standard deduction" that everyone can take at the cost of nerfing a bunch of "itemized deductions" that are more likely to apply to people in blue states (state tax deductions, property tax deductions) with the sneaky provision that the boost to the standard deduction would expire when he was no longer in office in order to make the bill "tax neutral" and let them pass it through budget reconciliation.

Which is nuts, but has actually made filing taxes much simpler and closer to what it should be for some time.