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Income taxes are out of control

Netted 800k in investment gains last year through short-term...
Appetizing Nofapping Quadroon
  05/28/16
How'd you cop dem gainz bro
Gold ticket booth
  05/28/16
Every time I've filed an extension I still had to send an es...
vengeful blue theater rigor
  05/28/16
I told them I needed more time to get my brokerage documents...
Appetizing Nofapping Quadroon
  05/28/16
You can usually get the penalty taken off and they just char...
vengeful blue theater rigor
  05/28/16
Really? I can get the 0.5%/month penalty removed? Deets?
Appetizing Nofapping Quadroon
  05/28/16
Literally as simple as your CPA (I suppose you could do it y...
vengeful blue theater rigor
  05/28/16
Dude, if that works then you've just saved me thousands.
Appetizing Nofapping Quadroon
  05/28/16
I lost 200K last year who cares its life you win some an...
Soul-stirring anal queen of the night
  05/28/16
Law school?
Curious station
  05/28/16
on what kinds of assets are you accumulating short-term cap ...
Mind-boggling burgundy famous landscape painting
  05/28/16
why did you realize st capital gains? you should be trying t...
Painfully honest vigorous factory reset button legal warrant
  05/28/16
I trade on markets where it makes more sense to incur short ...
Appetizing Nofapping Quadroon
  05/28/16
describe said strategy plz
Painfully honest vigorous factory reset button legal warrant
  05/28/16
you didn't build that
transparent motley toilet seat locus
  05/28/16
...
frum talented native athletic conference
  05/28/16
...
Talking Razzle Gay Wizard
  05/28/16
You are 1% faggot, u deserve to pay high taxes. In the 70's ...
Narrow-minded slimy corner regret
  05/28/16
Kill,yourself,you faggot
Gold ticket booth
  05/28/16
credited
rusted heady abode
  05/28/16
In the 1970s, he could have used tax shelters to generate lo...
Ultramarine feces
  05/28/16
How dare evil nigga gov shut down ARE joo tax shelter indust...
Narrow-minded slimy corner regret
  05/28/16
shutup u dumb poor
vengeful blue theater rigor
  05/28/16
Lol top one percent net worth for my age.. u mad bro BIRDSHI...
Narrow-minded slimy corner regret
  05/28/16
Why would I be mad? I'm well above top 1% for ANY age. lo...
vengeful blue theater rigor
  05/28/16
Dindu with 600k net worth
Narrow-minded slimy corner regret
  05/28/16
i have trouble being sympathetic here as a 25k earner
Bateful Hissy Fit
  05/28/16
Instead of selling your original position, could you make of...
Ultramarine feces
  05/28/16
That works, except if you have reason to believe the stock w...
Appetizing Nofapping Quadroon
  05/28/16
Just emigrate and give up that US Taxport
Supple Step-uncle's House Stain
  05/28/16
How did you like trading leveraged OIL futures?
Bisexual indian lodge associate
  05/28/16
Lovin' that ramp up, broski.
Appetizing Nofapping Quadroon
  05/28/16


Poast new message in this thread



Reply Favorite

Date: May 28th, 2016 1:10 AM
Author: Appetizing Nofapping Quadroon

Netted 800k in investment gains last year through short-term cap gains, and I just sent a fucking 350k check to the IRS and NYS tax authorities because the marginal tax rate combined is ~49% for ordinary income, including short-term cap gains. My effective tax rate overall is over 40 fucking percent. On the flip side, if I had LOST 800k last year, I'd only be allowed to deduct 3k from taxable income for that year and max 3k in any given subsequent year. How fucked is that?

Had to request an extension on submitting my tax return to come up with the cash (I re-invested all the cash into other investments then had to liquidate some at an inopportune time, probably costing me another 50k in lost earnings), and I just sent the money now.

Probably a 0.1% person problem, but I'm sort of drunk and mad hence the post -- apologies in advance for the rant.

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30574910)



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Date: May 28th, 2016 8:55 AM
Author: Gold ticket booth

How'd you cop dem gainz bro

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575461)



Reply Favorite

Date: May 28th, 2016 9:24 AM
Author: vengeful blue theater rigor

Every time I've filed an extension I still had to send an estimated tax payment. How did you manage to avoid that?

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575520)



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Date: May 28th, 2016 10:27 AM
Author: Appetizing Nofapping Quadroon

I told them I needed more time to get my brokerage documents in order so could not provide an estimate on cap gains. They already have my taxes from earned income. Ended up paying penalty interest rate on the final amount, but whatever.

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575642)



Reply Favorite

Date: May 28th, 2016 10:29 AM
Author: vengeful blue theater rigor

You can usually get the penalty taken off and they just charge the interest (side note: it's hilariously ludicrous that they charge interest when you think about it).

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575646)



Reply Favorite

Date: May 28th, 2016 10:35 AM
Author: Appetizing Nofapping Quadroon

Really? I can get the 0.5%/month penalty removed? Deets?

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575667)



Reply Favorite

Date: May 28th, 2016 11:11 AM
Author: vengeful blue theater rigor

Literally as simple as your CPA (I suppose you could do it yourself, but for me it's always been my CPA) writing a letter giving a very simple explanation for your late payment. If this is the first time it's happened definitely include that as well.

I have filed for an extension the last 3-4 years because of delayed K1s and the couple of times I've gotten a penalty I've had it removed and just have to pay the interest. The most recent time I even asked my CPA to request the interest to be removed as well but the IRS said no to that. Was worth a shot.

I'm not sure why it's so easy. Maybe so few people actually request it?



(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575821)



Reply Favorite

Date: May 28th, 2016 12:05 PM
Author: Appetizing Nofapping Quadroon

Dude, if that works then you've just saved me thousands.

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30576104)



Reply Favorite

Date: May 28th, 2016 2:51 AM
Author: Soul-stirring anal queen of the night

I lost 200K last year

who cares its life you win some and you lose

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575102)



Reply Favorite

Date: May 28th, 2016 10:35 AM
Author: Curious station

Law school?

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575669)



Reply Favorite

Date: May 28th, 2016 2:54 AM
Author: Mind-boggling burgundy famous landscape painting

on what kinds of assets are you accumulating short-term cap gains

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575112)



Reply Favorite

Date: May 28th, 2016 2:57 AM
Author: Painfully honest vigorous factory reset button legal warrant

why did you realize st capital gains? you should be trying to defer investment gains for as long as possible. with a 35%+ tax drag you have to be crazy smart just to stay abreast of some simple indexes.

btw, if you had lost $800k, you would've been able to carry them forward to offset future gains

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575120)



Reply Favorite

Date: May 28th, 2016 3:04 AM
Author: Appetizing Nofapping Quadroon

I trade on markets where it makes more sense to incur short term gains taxes than potentially incur a 20% drawdown. I can also reinvest gains and benefit from compound growth throughout the year.

And this isn't my full time job so I don't even get trader status (will probably this year though), so although I can bring forward net losses, the maximum I can apply to any subsequent year is 3k. No solace there.

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575131)



Reply Favorite

Date: May 28th, 2016 3:13 AM
Author: Painfully honest vigorous factory reset button legal warrant

describe said strategy plz

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575146)



Reply Favorite

Date: May 28th, 2016 2:57 AM
Author: transparent motley toilet seat locus

you didn't build that

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575121)



Reply Favorite

Date: May 28th, 2016 3:27 AM
Author: frum talented native athletic conference



(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575169)



Reply Favorite

Date: May 28th, 2016 4:30 AM
Author: Talking Razzle Gay Wizard



(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575198)



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Date: May 28th, 2016 5:23 AM
Author: Narrow-minded slimy corner regret

You are 1% faggot, u deserve to pay high taxes. In the 70's you'd pay like 90% and u still wld in many countries pay higher so STFU.

Ur dumb for making these ST gains and not waiting for LT

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575229)



Reply Favorite

Date: May 28th, 2016 8:56 AM
Author: Gold ticket booth

Kill,yourself,you faggot

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575463)



Reply Favorite

Date: May 28th, 2016 9:07 AM
Author: rusted heady abode

credited

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575481)



Reply Favorite

Date: May 28th, 2016 9:20 AM
Author: Ultramarine feces

In the 1970s, he could have used tax shelters to generate losses to cover the gains. When the govt shut down the shelter industry, they lowered the rates too.

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575499)



Reply Favorite

Date: May 28th, 2016 9:22 AM
Author: Narrow-minded slimy corner regret

How dare evil nigga gov shut down ARE joo tax shelter industry.. totally anti semitic

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575510)



Reply Favorite

Date: May 28th, 2016 9:26 AM
Author: vengeful blue theater rigor

shutup u dumb poor

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575526)



Reply Favorite

Date: May 28th, 2016 9:27 AM
Author: Narrow-minded slimy corner regret

Lol top one percent net worth for my age.. u mad bro BIRDSHITS??

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575529)



Reply Favorite

Date: May 28th, 2016 9:29 AM
Author: vengeful blue theater rigor

Why would I be mad? I'm well above top 1% for ANY age.

lol at saying you're top 1% for your fucking age. shut the fuckup chink.

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575535)



Reply Favorite

Date: May 28th, 2016 9:30 AM
Author: Narrow-minded slimy corner regret

Dindu with 600k net worth

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575537)



Reply Favorite

Date: May 28th, 2016 9:21 AM
Author: Bateful Hissy Fit

i have trouble being sympathetic here as a 25k earner

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575503)



Reply Favorite

Date: May 28th, 2016 9:27 AM
Author: Ultramarine feces

Instead of selling your original position, could you make offsetting trades with equities or derivatives to avoid the taxes. E.g. you have 200k gain in some stock you went long on, so you buy puts representing the same number of shares you have long with an expiry date in the month when you can start realizing long term capital gains. Option premiums might be lower than the taxes you'll owe.

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575528)



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Date: May 28th, 2016 10:32 AM
Author: Appetizing Nofapping Quadroon

That works, except if you have reason to believe the stock will go down in value. Then it might be better to exit and re-enter at a more favorable price. Or see a better opportunity to invest in. Opportunity cost worth more than tax savings.



(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575654)



Reply Favorite

Date: May 28th, 2016 10:37 AM
Author: Supple Step-uncle's House Stain

Just emigrate and give up that US Taxport

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575676)



Reply Favorite

Date: May 28th, 2016 10:55 AM
Author: Bisexual indian lodge associate

How did you like trading leveraged OIL futures?

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575761)



Reply Favorite

Date: May 28th, 2016 11:03 AM
Author: Appetizing Nofapping Quadroon

Lovin' that ramp up, broski.

(http://www.autoadmit.com/thread.php?thread_id=3236367&forum_id=2#30575784)