Here are some ways you might seek to achieve this, which you may have seen before:
> Taxes would be as manual of a process as possible, even for simple cases where the government already possesses the information needed to file from your employer, your bank, and from stock exchanges. You'd do everything in your power to ensure automatic filing, where no human even actually needs to be in the loop to run the manual computations, doesn't exist, is structurally hard, and if possible, is never allowed.
> Allow and support predatory ecosystems of tax-preparation software or force people to hire accountants in order to navigate the complexity on their behalf - the more odious, expensive, and memorably bad these measures and systems are, the better.
> You'd exploit your lack of need for simplicity in the tax system to provide kickbacks to special interest groups in the form of targeted reduced taxes for those who supported your election, as well as creating myriad carve-outs and deductions for key voting blocs, perhaps manual laborers and farmers in swing states. This incidentally also makes taxes more complicated - a bonus.
The last issue of rewarding constituents is bipartisan, which is part of the reason why this is treated as a low priority issue for one party despite the status quo the other party enables being pretty obviously bad.
So the tax laws are enormous. And ignorance of the law is no excuse.
Then I contend the US tax laws are un constitutional.
They are a cruel and unusual punishment for a citizenry that has not been convicted of a crime.