But then why does it say my itemized deduction is only $1,807 when I drill into why they're choosing to give me the standard deduction on the screen in the third screenshot attached?
Not sure what your confusion is. Your standard deduction of 12,950 is greater than your itemized deductions of 1,807 so the program is correctly giving you the larger standard deduction.
The $21,836 is probably all the deductions you entered but some deductions are limited like Medical and Taxes. Did you enter any Medical? For Medical only the amount over 7.5% of your AGI is deductible.
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