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Form 1099 shows tax information related to your brokerage account, typically related to the amount of money received during a tax year from selling securities, crypto, receiving dividends, and/or any realized losses, if applicable.

The 1099 doesn’t show the amount of money that you deposited or withdrew, it shows the gross proceeds for any positions that were closed during the tax year. 

For example, let's use an account that had a $100 deposit:

The customer purchased ABC shares for $100
The customer sells ABC shares for a gain of $10 (making their proceeds $110 on that trade)
The customer purchased XYZ shares for $50
The customer sells XYZ shares for a gain of $10 (making their proceeds $60 on that trade)

In this example, the customer’s gross proceeds were $110 + $60 = $170. The customer’s gross proceeds of $170 will be reported in the 1099, even though the customer only deposited $100.

If you sell a stock for a loss and purchase substantially identical stock either 30 days before, 30 days after, or on the day of the sale, you've executed a wash sale.

Tradesk is required to report wash sales on a same account same, security level. Wash sales not reported by Tradesk due to different accounts and being a similar security are the responsibility of the taxpayer. The IRS prohibits taxpayers from claiming losses on these transactions from wash sales for tax purposes. The loss is added into the cost basis of the shares you replaced your original stock with. The holding period of the investment you sold is also added to the holding period of the new investment. For details, refer to the Wash Sales section.

You can find your total wash sales for the year in Box 1G on your 1099 tax document.

Tax day is in mid-April for many investors in order to file for the previous tax year, unless an extension has been granted. For the most up to date information regarding tax dates please visit the IRS website or consult with your tax professional. Keep in mind, you may not receive one of the following tax forms if your account activity doesn’t need to be reported per IRS rules. For specific tax related questions, please discuss with your tax professional.

Tax forms
Form 1099-R
Consolidated 1099 from Tradesk, Inc.
Form 480.6 series
Form 1042-S
Form 2439

Form 2439 is a notice to shareholders of undistributed long-term capital gains. You might get a Form 2439 if you owned shares in a specific Mutual Fund or Real Estate Investment Trust (REIT).

You’ll get a series of Form 480.6 if you receive dividends, interest, gross proceeds, or other reportable payments from a company domiciled in Puerto Rico in 2023, or you were a resident of Puerto Rico for 2023 tax purposes.