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Taxes on stock grants and stock options

Posted on 7/27/22 at 11:24 am
Posted by Grinder
Member since Nov 2007
2493 posts
Posted on 7/27/22 at 11:24 am
Is there any way to reduce the taxes due when liquidating stock grants and stock options?

It looks like short term capital gains tax applies.

The total is over $1M so I’d prefer to limit the amount of tax owed if possible.
Posted by Mr.Perfect
Louisiana
Member since Mar 2013
17576 posts
Posted on 7/27/22 at 11:38 am to
You can pay the taxes with a portion of the shares and get the remaining cash or keep all the shares and come out of pocket. I think there is a third way but I don’t remember it.

Third opinion is sell enough shares for the taxes and keep the remaining shares
This post was edited on 7/27/22 at 11:41 am
Posted by Diseasefreeforall
Member since Oct 2012
7214 posts
Posted on 7/27/22 at 11:44 am to
Yeah you can sell to cover and then hold the shares you have left for at least a year so they become long term gains.
Posted by Grinder
Member since Nov 2007
2493 posts
Posted on 7/27/22 at 11:49 am to
Thank you.

For some reason it’s a very confusing topic to me. I currently sell to cover, but I know there’s additional taxes that will be due.
Posted by texn
Pronouns: Y'All/Y'All's
Member since Nov 2019
4059 posts
Posted on 7/27/22 at 12:26 pm to
Yes...hire a qualified tax attorney or CPA.
Posted by LSUBanker
Gonzales, La
Member since Sep 2003
2654 posts
Posted on 7/27/22 at 1:47 pm to
If you expect the stock to appreciate considerably in the future I believe there's a way to pay ordinary tax on them now (increases the cost basis) that way after the holding period it'll be LT Cap gains tax.

I remembering studying that topic for CFP exam.
Posted by armsdealer
Member since Feb 2016
12280 posts
Posted on 7/27/22 at 2:18 pm to
quote:

Grinder


quote:

$1M


Seriously, too cheap for a CPA?
Posted by Grinder
Member since Nov 2007
2493 posts
Posted on 7/27/22 at 4:55 pm to
quote:

Seriously, too cheap for a CPA?


Several years ago, I used a highly recommended CPA to do my taxes. I gave him all my necessary paperwork, with additional notes from me to provide clarification in areas where he might have questions.

He charged me $750.

I returned several weeks later to pick up my completed tax return. Everything looked very professional and organized.

I looked over the tax return as I got in my car. In the first few minutes of reviewing the tax return, I found 3 significant errors. I went back into his office, showed him the errors, and showed him in my paperwork where the errors were made.

He told me he wasn’t going to charge me to fix the errors and resubmit the tax return.

It was at that moment I realized I should probably continue on without a CPA.

But thank you for the recommendation.
Posted by Contender54
the Enn Oh
Member since Jan 2009
1106 posts
Posted on 7/27/22 at 7:44 pm to
Get a new CPA.
Posted by threeputt
God's Country
Member since Sep 2008
24796 posts
Posted on 7/27/22 at 10:26 pm to
quote:

He charged me $750


That’s your issue right there. H and R block probably charges more than that
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