It appears I was able to fix the issue, but it requires manually editing your stock sales entries.
Where ever your 1099 stock sale says "Various" for the 'date acquired', then you have to go and manually set it to that in TurboTax. For some reason the auto-import function doesn't recognize it as "Various" so it will ask for an actual date until you check the circle that says "something other than a date" and select "Various" from the dropdown box.
This has resolved the issue for me, and I successfully submitted my e-file returns.
