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Any "tricks" to rebalancing portfolio without paying a lot of taxes?

PLTR is now like 20% of our NW and wife is saying we need to...
Glassy Charismatic Shitlib
  07/07/25
boomers had a solution. just have your income go up 70% annu...
emerald site filthpig
  07/07/25
you're going to sell eventually and pay LTCG, so why does it...
sooty fat ankles field
  07/07/25
I'm sure there's a great response from bogleheads about all ...
Glassy Charismatic Shitlib
  07/07/25
...
Brindle Resort Old Irish Cottage
  07/07/25
cr, and they'll probably raise LTCG tax at some point in the...
Cyan mediation
  07/07/25
Other than making sure to wait until they're all long gains ...
dashing jade stain
  07/07/25
Buy some PLTR puts or LEAPS to hedge and lock in your gains....
Onyx sandwich
  07/07/25
Rebalance by buying other things with cash on hand
beady-eyed preventive strike senate
  07/07/25
won't work if you have a very large portfolio and with indiv...
dashing jade stain
  07/07/25
this is the best option but doesn't work when your portfolio...
boyish sienna brunch mother
  07/07/25
take out a margin loan on your equity and buy new stonks unt...
Brindle Resort Old Irish Cottage
  07/07/25
pltr shouldn't dominate your portfolio but instead be one of...
boyish sienna brunch mother
  07/07/25
This is the way. I bought it along with xoVERB and xoJUMIA, ...
Galvanic factory reset button tanning salon
  07/07/25
To be fair, CR OP fucked up by not picking more big loser...
Drab casino internal respiration
  07/07/25
I have some losers i can get rid of now but wont amount to t...
Glassy Charismatic Shitlib
  07/07/25
AQR Flex if you're rich
Violent Messiness
  07/07/25


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Date: July 7th, 2025 2:33 PM
Author: Glassy Charismatic Shitlib

PLTR is now like 20% of our NW and wife is saying we need to rebalance or whatever but that means LTCG and seems dumb to me to pay those rather than just slide and let do.

When people "rebalance" portfolios they just sell stock and pay taxes? aren't there any tricks that Boomers do here to save money?

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079415)



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Date: July 7th, 2025 2:36 PM
Author: emerald site filthpig

boomers had a solution. just have your income go up 70% annually for life then you wont ever have to give a fuck about it.

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079423)



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Date: July 7th, 2025 2:37 PM
Author: sooty fat ankles field

you're going to sell eventually and pay LTCG, so why does it matter when you do it?

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079428)



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Date: July 7th, 2025 2:40 PM
Author: Glassy Charismatic Shitlib

I'm sure there's a great response from bogleheads about all the things your post gets wrong or doesn't consider and I incorporate that here.

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079440)



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Date: July 7th, 2025 2:50 PM
Author: Brindle Resort Old Irish Cottage



(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079469)



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Date: July 7th, 2025 4:32 PM
Author: Cyan mediation

cr, and they'll probably raise LTCG tax at some point in the future, so better to do it now!

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079922)



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Date: July 7th, 2025 2:42 PM
Author: dashing jade stain

Other than making sure to wait until they're all long gains nothing much you can do. If you made 20%+ annualized you're still coming out ahead vs just buy and holding SPY.

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079446)



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Date: July 7th, 2025 2:47 PM
Author: Onyx sandwich

Buy some PLTR puts or LEAPS to hedge and lock in your gains. It’s one transaction, no taxable event, and should only cost a small fraction of your position. Then wait until you’ve held your PLTR shares for 12 months to cop dat 15% gains tax

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079459)



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Date: July 7th, 2025 2:48 PM
Author: beady-eyed preventive strike senate

Rebalance by buying other things with cash on hand

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079462)



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Date: July 7th, 2025 2:51 PM
Author: dashing jade stain

won't work if you have a very large portfolio and with individual stock you really want to lock in big gains.

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079474)



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Date: July 7th, 2025 2:51 PM
Author: boyish sienna brunch mother

this is the best option but doesn't work when your portfolio gets too lopsided

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079475)



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Date: July 7th, 2025 2:51 PM
Author: Brindle Resort Old Irish Cottage

take out a margin loan on your equity and buy new stonks until it all "balances" out.

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079473)



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Date: July 7th, 2025 2:54 PM
Author: boyish sienna brunch mother

pltr shouldn't dominate your portfolio but instead be one of a number of speculative bets you made a few years back. some of those other speculative bets should have gone down a lot. you should be able to offset the LTCG from pltr with LTCL from other bets.

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079482)



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Date: July 7th, 2025 3:02 PM
Author: Galvanic factory reset button tanning salon

This is the way. I bought it along with xoVERB and xoJUMIA, both of which failed miserably.

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079515)



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Date: July 7th, 2025 3:04 PM
Author: Drab casino internal respiration

To be fair,

CR OP fucked up by not picking more big losers IMO.

Seems like the kind of retard who also buys low and sells high.

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079521)



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Date: July 7th, 2025 3:04 PM
Author: Glassy Charismatic Shitlib

I have some losers i can get rid of now but wont amount to that much.

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079522)



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Date: July 7th, 2025 4:07 PM
Author: Violent Messiness

AQR Flex if you're rich

(http://www.autoadmit.com/thread.php?thread_id=5747158&forum_id=2...id.#49079805)