Investors & landlords

Thanks!  I am using TurboTax Premier and titles are slightly different than what is shown on the reply.  What i am working with is shares in a private company.  I purchased them in 7 lots of different size over 18 years and received 1099 DIV with box 9  (cash liquidation distribution)  over the last 5 years (there was 5 years between the last purchase and the 1st distribution).  I have received no 1099-B.  The amount received is significantly less than what i paid in.

 

In inputting the sales price vs cost basis i see 2 methods: Sum up all the purchases and the 1099-DIV and report as one form, or input each 1099-DIV and associate it with a purchase amount untill they are all covered.

is either way correct?