Similar issue - Itemized deductions are a few dollars (not $300) above standard deduction threshold. TT says standard is best way to go (correct) but does NOT insert the $300 into line 10b automatically. Well over $300 in cash contributions are within the itemized list. Got an error mark with 10b highlighted in yellow. There was NO explanation as to why (I already knew, but still). I had to manually enter the $300. TT needs to improve this. Many will miss/misunderstand it since it is new for 2020 returns.
