1099-K SeatGeek - Entering Data/Details

[purplecrush]

I received a 1099-K from SeatGeek for sales of some of my NFL game tickets.  I've entered the information on the Income from 1099-K section as Personal Item Sales.  On the Personal Item Sales screen, I selected the I sold some items at a loss or had no gain (as I had a mix of losses / gains) -- which then opens the Enter the total proceeds for items sold at a loss or no gain prompt.  If I enter the total proceeds from the losses, TT gives an error on the Smart Check (see below).  If I leave the field bank, hit continue and just enter each ticket sale detail in the SeatGeek entry within the Interest and Dividends (Add Investment) section, there are no issues.  Is the latter way the correct approach?

As well, when entering the data for each ticket sale, TT asks when I received the investment, and the date sold.  Do the specific dates matter (all would be within a year window)?  What date should be used (as the tickets are purchased as part of a season ticket plan - not sure if the "received" date is the date when I paid the season package invoice, date of the actual game, etc.) and it appears as if SeatGeek uses the payout date on their 1099-K form (different than the sold date -- for example, tickets were sold the day of the game on SeatGeek -- 9/29/24 but they reported it in October on the 1099-K when it was deposited on 10-2-24). 

Welcome any guidance.

For sure, I will be avoiding this scenario for the upcoming season -- as this a major pain -- when in the end, I had a net loss on the tickets.

[JamesG1]

The latter approach reports each ticket sale, be it for gain or loss.  It is a frustrating process but it reports no issues in the software.

The amount reported on the IRS form 1099-K box 1a needs to equal the Proceeds reported for the multiple entries of IRS form 1099-B.

In your case, all the dates are within the year, so there are no long-term vs short-term issues.  I would report the date that I paid for the season ticket package as the purchase date.  And the dates of individual games as the date of sale.

For next year, if you maintain a spreadsheet of the various ticket sales, you may be able to group the sales into two entries, sales for gain and sales for loss.  You would have the spreadsheet information as evidence and backup should a tax authority have a question at a later time.