I noticed after a closer look at your screen shots that is seems you are using a different version of TurboTax, the Self Employed version I believe. I use the Online, "Deluxe" version. In the Online version medical expenses are entered before the prompt for the Claim Period and there is no way to enter a date for each expense. After entering expenses you are prompted for the Medical Profile. I selected both 2021 and 2022 then get prompted for the Claim Period. I entered my claim period (16/08/2021 - 15/08/2022) it does not work, expensed were not added to the return. I tried the dates shown in the TurboTax Help screen (16/08/2021 - 15/08/2022) also does not work. Another Community Admin has reported the issue to developers.
Thanks for all the helpful responses from the Community (TurboTax Support was not as helpful)
