How do I handle selling company stock (ESPP) shares (at a gain) and immediately reinvesting the funds into a (traditional) IRA?

[riomud]

*Proceeds were deposited into a "Traditional" IRA ~ for tax benefits. 

[Leonard · Accepted solution]

You have two separate activities that you will have to report on your tax return. 

You will have to report the sale of your stock.

         The sale will be reported under Income & Expenses - Stocks, Mutual Funds, Bonds Other.

         Select start and follow the program prompts to enter the stock you sold.

Next, you will report your contribution into your traditional IRA

         The contribution will be reported under Deductions & Credits.  Check Traditional/Roth IRA Contributions.

         Select continue, on the next page click start next to Traditional and Roth IRA Contributions.

         Follow the program prompts to enter your IRA contributions.