The reason that the dates must be entered is that there's a difference in treatment for short-term and long-term gains.
If the sales (date of sale, not date of game) all occurred before the exact day in October that the season was bought in 2023, i.e. 10/?/2024, then all the sales are short-term. If they were sold all after 10/?/24, then the sales are long-term. If they are all either long-term or all short term, you can group them together and put an average date. If there are some of each, you are going to need to split them between long-term and short-term capital gains. To do this, create 2 separate entries here in TurboTax Online: Federal > Wages & Income > Investments and Savings (1099-B, 1099-INT, 1099-DIV, 1099-K, Crypto)
Here is an article explaining the differences in capital gain treatment you may find helpful: A Guide to the Capital Gains Tax Rate: Short-term vs. Long-term Capital Gains Taxes
