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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...
toll job
  07/07/25
boomers had a solution. just have your income go up 70% annu...
Jack Mehoff
  07/07/25
you're going to sell eventually and pay LTCG, so why does it...
Oh, you travel?
  07/07/25
I'm sure there's a great response from bogleheads about all ...
toll job
  07/07/25
...
UhOh
  07/07/25
cr, and they'll probably raise LTCG tax at some point in the...
Ass Sunstein
  07/07/25
Other than making sure to wait until they're all long gains ...
animeboi
  07/07/25
Buy some PLTR puts or LEAPS to hedge and lock in your gains....
,.,.,.,.,.,.,..,:,,:,,.,:::,.,,.,:.,,.:.,:.,:.::,.
  07/07/25
Rebalance by buying other things with cash on hand
grievance officer
  07/07/25
won't work if you have a very large portfolio and with indiv...
animeboi
  07/07/25
this is the best option but doesn't work when your portfolio...
Darnell
  07/07/25
take out a margin loan on your equity and buy new stonks unt...
UhOh
  07/07/25
pltr shouldn't dominate your portfolio but instead be one of...
Darnell
  07/07/25
This is the way. I bought it along with xoVERB and xoJUMIA, ...
Wes Scantlin
  07/07/25
To be fair, CR OP fucked up by not picking more big loser...
To be fair
  07/07/25
I have some losers i can get rid of now but wont amount to t...
toll job
  07/07/25
AQR Flex if you're rich
ruinous phenotype
  07/07/25


Poast new message in this thread



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Date: July 7th, 2025 2:33 PM
Author: toll job

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: Jack Mehoff

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: Oh, you travel? ( )

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: toll job

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: UhOh



(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: Ass Sunstein

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: animeboi (.)

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: ,.,.,.,.,.,.,..,:,,:,,.,:::,.,,.,:.,,.:.,:.,:.::,.


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: grievance officer

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: animeboi (.)

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: Darnell

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: UhOh

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: Darnell

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: Wes Scantlin

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: To be fair (Semi-Retarded)

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: toll job

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: ruinous phenotype

AQR Flex if you're rich

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