Ideas on reducing taxes on a huge capital gain

Anonymous
Looking for some ideas. One of my stocks, Exact Sciences (EXAS), that I have a large position in is being bought out by Abbott Labs (ABT) in an all-cash offer expected to close Q2 2026. I will have a very large capital gain when this buy-out closes. Looking for ideas for what I can do in 2025 and 2026 before the deal closes to reduce my taxes. Right now I'm looking at 20% LTCG plus the 3.8% NIIT for investment gains above $250K plus most likely getting hit by the AMT for the half that is in a taxable brokerage account. Fortunately, the other half in a Roth IRA. Serious responses only please. I don't want this to turn into a debate about the benefits of capitalism vs paying my fair share. Thanks.
Anonymous
If you acknowledge this would be paying your fair share, then why are you opposed to doing it?
Anonymous
Anonymous wrote:If you acknowledge this would be paying your fair share, then why are you opposed to doing it?


Jeez. I'm not acknowledging anything. I pay taxes like everyone else despite how our tax dollars are wasted on an epic scale regardless of who is in power.
As far as my capital gain, I took the risk and now I'm reaping the benefits so I'm just looking for ideas to reduce my taxes further.
Anonymous
Probably not much you can do. Consider making a charitable donation at least that way you benefit a cause you find worth not just Uncle Sam!
Anonymous
Look for losses to offset
Anonymous
Anonymous wrote:
Anonymous wrote:If you acknowledge this would be paying your fair share, then why are you opposed to doing it?


Jeez. I'm not acknowledging anything. I pay taxes like everyone else despite how our tax dollars are wasted on an epic scale regardless of who is in power.
As far as my capital gain, I took the risk and now I'm reaping the benefits so I'm just looking for ideas to reduce my taxes further.


So sad.
Anonymous
Only real option is to offset with capital losses, which will give you even more cash to rebuild your portfolio while reducing your tax burden.
Anonymous
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:If you acknowledge this would be paying your fair share, then why are you opposed to doing it?


Jeez. I'm not acknowledging anything. I pay taxes like everyone else despite how our tax dollars are wasted on an epic scale regardless of who is in power.
As far as my capital gain, I took the risk and now I'm reaping the benefits so I'm just looking for ideas to reduce my taxes further.


So sad.


So dumb. Move on plz.

Not op
Anonymous
If you have unrealized losses in other things, take them. Do it in the year the deal
Closes though.
Anonymous
Make charitable donations with the stock - as in donate the stock. That saves you cap gains on the stock plus you get a charitable deduction.
Anonymous
Anonymous wrote:If you have unrealized losses in other things, take them. Do it in the year the deal
Closes though.


This, and also (i) try to accelerate some income to 2025, and defer other income to 2027. Not sure what you can do otherwise.

Congratulations!
Anonymous
If you're making sooo much money off of this, you can afford professional tax advice and don't need to get it from this silly forum.
Anonymous
Anonymous wrote:Looking for some ideas. One of my stocks, Exact Sciences (EXAS), that I have a large position in is being bought out by Abbott Labs (ABT) in an all-cash offer expected to close Q2 2026. I will have a very large capital gain when this buy-out closes. Looking for ideas for what I can do in 2025 and 2026 before the deal closes to reduce my taxes. Right now I'm looking at 20% LTCG plus the 3.8% NIIT for investment gains above $250K plus most likely getting hit by the AMT for the half that is in a taxable brokerage account. Fortunately, the other half in a Roth IRA. Serious responses only please. I don't want this to turn into a debate about the benefits of capitalism vs paying my fair share. Thanks.


Suck it up and pay, you greedy glass bowl. Oh boohoo you have a windfall and you have to play 24% tax. How devastating.

Anonymous
See a tax planner, you cheapo.
Anonymous
Die before the sale so your estate gets a step up in basis to offset the pre-sale appreciation?

More seriously, you need to talk to your accountant.
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