@fruhoo
I FINALLY got this figured out and I hope I what worked for me works for you as well.
Under the 1099B section of each of your individual transactions there should a drop down at the very top. This is to select which tax treatment to apply to each 1099B entry SHORT TERM - COVERED, SHORT TERM-UNCOVERED, LONG TERM - COVERED, etc etc.
After pounding my head against my desk I noticed that this was not selected automatically from the imported form from my broker. Upon selecting the proper classification for each individual transaction I was able to finally get passed the check your entries loop I was stuck in.
Within the 'Check This Entry'-wizard I was still prompted for the date acquired for several of the entries which had "Various". However, unlike previous attempts the wizard accepted my entry of Various in-lieu of a date and continued on.
I hope this helps you get these e-filed. Just got mine knocked out and it feel great to be done with it.
