How to calculate short term/long term gains

I'm a rookie when it comes to investments/taxes and I'm trying to cut my losses and see if I can claim a deduction. Does anyone know what's the best way to calculate short term and long term gains/losses? Especially with RSU, ESPP. We use ESPP and I'm a bit confused on how to gather this information for this year.

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Taylor Farms azerty_ Sep 12, 2019

Anything over 1 year and 1 day is considered long term gains. IRS allows to write off 3k/year of capital loss. If you have larger amount, you can carry over the excess (up to 3k) into the following year.

F5 Networks go() OP Sep 12, 2019

Thank you! I've both short term and long term losses and have RSU and ESPP vested. Should I sell my short term loss first? When RSU vests is it considered as income or capital gain?

Taylor Farms azerty_ Sep 12, 2019

I just had the basic knowledge to give you any framework. If i were you, I’d pay a few hundos to a tax advisor or CPA to tell me how to do it the right way so your return is maximalized.

priceline.com top_phodu Sep 12, 2019

It's not your fault. Fkng IRS made everything so complicated... They just can't keep things simple...

Taylor Farms azerty_ Sep 13, 2019

It’s intentional

Gilead Sciences TKEr26 Sep 12, 2019

If your company uses E*TRADE(RSU) then gain/losses section would tell you if it is a short term or long term

Cohesity GreenGlow Sep 13, 2019

I highly suggest you talk to a CPA to really understand the impact on your taxes.