Why is there no box in the form to enter proceeds from the sale of stocks or options? There's literally no box to enter it.

Proceeds are entered in the Investments section.   That information should be on a Form 1099-B along with the transactions date.    Form 1099-B (Proceeds from Broker and Barter Exchange Transactions) reports the sale of stocks, bonds, mutual funds, and other securities.

 

Here's where you enter or import your 1099-B in TurboTax:

1. Open (continue) your return if it isn't already open.
2. In TurboTax, search for 1099-B and then select the Jump to link in the search results.
3. Answer Yes to Did you sell stocks, mutual funds, bonds, or other investments in 2020?
   • If you see Here's the info we have for these investment sales, select Add More Sales.
4. Answer Yes to Did you get a 1099-B or brokerage statement for these sales?
5. At Let's get your tax info, choose how you want to enter your 1099-B (import or type it in yourself).
6. Follow the instructions.

Related Information:

• Where is Form 8949?
• How do I enter a large number of stock transactions in TurboTax Online?
• Do I need to enter ESPP transactions?

 

You need to enter Employee Stock Purchase Plan (ESPP) transactions only if you sold stock that was purchased through an ESPP (Employee Stock Purchase Plan).  In that case, the sale will be reported on Form 1099-B, which you should receive from your brokerage around tax time (early February is typical).  Simply enter your 1099-B to report the sale on your tax return.

 

If you merely purchased (but didn't sell) ESPP shares, there's nothing to report.

 

How to Report Stock Options on Your Tax Return

 

How to Report RSUs or Stock Grants on Your Tax Return