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My question may be basic, apologies if it has been asked and answered on this board already.

- In 2006 I got a long term incentive award in my company stock: 100 shares at $50 (original value $5000).
- These stocks vested and were converted into my brokerage account in 2010: I got transfered 73 shares priced at $22 (actual value 73*22=$1606).
- I am told that the remaining 27 shares were used income tax deduction

- I sold the shares a few days later for $20 (73*20=$1460).


What is my actual loss in this case?

- Long term, using the original cost basis & award date? $1460 - 73*50 = -$2190


- Short term, using the conversion price & date? 1460 - 1606 = -$146

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