Retirement tax questions

I see your point.  I made an after-tax 2018 contribution to my IRA in early 2019, then converted it to my Roth and closed the IRA.  I have a 1099-R for this transaction.  In Jan 2020 I made an after tax contribution to my IRA for 2019.  I'll convert this to my Roth before the April deadline.  

 

For my 2019 return, in the Turbotax CD questionairre, when I acknowledge that my 2019 IRA contribution occurred between Jan-Apr 2020, my return changes from me getting a refund to owing taxes.  This is frustrating, it doesn't make sense to me and I don't know how to fix it.  I do know that going forward I will make my contributions in the tax year, not the following year.

 

I would appreciate any help you can offer.