So after clicking on the sad face when TurboTax asked me how I was doing, TurboTax offered to have an agent call me. We tinkered and figured out that it had nothing to do with the crypto from Coinbase at all which coincidentally just happened to have the same amount of entries as I was receiving errors. It was actually E*TRADE that was getting flagged and we couldn't tell because the software would "hit a snag". The trades that were being flagged were the 7 naked puts that I sold short. Two issues where holding things up. One was that TurboTax did not like the sell date coming before the buy date (but it was correct as it was a short put). We fixed it by simply clicking the x next to the error so that we could ignore it. The other issue was E*TRADE put $0 in for all the cost basis and simply put the net of the trade in for proceeds. This made TurboTax think I received the put as a gift. $0.00 was entered originally. We tricked TurboTax by simply putting $0 and deleting the decimal.
Thank you Turbotax rep for diligently working for 50min with me. Turbotax would save a lot of time and money by simply fixing thier buggy software so that their CPA's can actually do accounting instead of tech support.
