And yet whenever we try to eliminate “loopholes”, there’s some group complaining vigorously to keep that complexity. The new tax law simplified taxes for most filers by increasing the standard deduction (by eliminating exemptions).
You're missing the feature where your information is carried over year to year and all the forms you get can be automatically parsed. "Doing your taxes" with current software can be as simple as uploading a few PDFs and clicking next a bunch of times.
The only way to simplify taxes is to actually remove deductions.
My deductions were usually only around ~$17,000 with pretty decent charitable contributions, I don't even have to think about if I'm going to itemized this year. I suspect I'm a pretty "average" itemizer.