Applegxiv37

Selling ESPP shares after transfer out of stock plan

I am transferring ESPP shares out of my stock plan into a regular brokerage account. Once I sell them, how does tax reporting work? When ESPP shares are sold while still inside the stock plan, E*Trade does all the accounting and reporting correctly (part that is considered ordinary income vs. capital gain, etc). But when the shares are transferred out, the discount amount and other cost basis info is lost (although I have saved all documents). Will I still get a W-2 from my employer for the part that is subject to ordinary income tax? Do I have to report it myself? Has anybody done this and can share how they went about correctly filing their taxes? E*Trade customer service was not very useful except for saying that all the cost basis info is lost during the asset transfer and that I’d have to do the tax calculations myself. EDIT: I found this step-by-step guide by E*TRADE that explains how to report ordinary income and capital gain on the federal tax forms -- but it still assumes you get a Stock Plan Transaction Summary at the end of the year, which would only happen if the ESPP shares are sold from inside the Stock Plan account, and not from a regular retail-side brokerage account: https://content.etrade.com/etrade/optionslink/espptax.pdf So you'd need to do this ordinary income calculation yourself. Still useful though! #personalfinance #espp #taxes

Deloitte techguy01 Jan 1, 2022

The last part is them giving you the answer. You have to keep records of your cost basis and calculate total gain amount and whether it’s subject to short term or long term capital gains

Apple gxiv37 OP Jan 1, 2022

Right, but for ESPP shares it’s a bit more complicated because the discount amount (usually 15%) is taxed as ordinary income instead of capital gain. Just wondering how that gets reported to the IRS in practice.

KLA-Tencor “”;..;”” Jan 1, 2022

I believe you will be issued a form 3922

Apple banatl2 Jan 1, 2022

I transferred a portion of my stocks that included ESPP shares and enquired about W2 implications. The reply from People support was that I’d be responsible for letting them know about any disqualifying disposition of ESPP shares that are not on E*Trade.