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Old 10-28-2018, 01:05 PM
  #7331  
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Now suppose month 1 stock was $100 but month 6 (today) it is $120. You still get it at the lower $100 , so $85 per stock for you.

Now you instant sell at $85, with stock today at $120.

What’s the burden? $15 at regular tax rate and $20 capital gains only? Or the full $35 profit at regular tax rate because you sold it at instant same day?
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Old 10-28-2018, 05:27 PM
  #7332  
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Originally Posted by ShyGuy
Can someone spell it out using a simple $100 example of one stock.

Say the price of stock was $100 and you get it at that discount of 15% so you got it at $85.

Instant same day, you put sell order through. Now you’ve “made” $15. What’s the tax burden now?

Just regular tax rate on the $15?

Fed, state, SS/med?
that $15 is taxed as ordinary income
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Old 10-28-2018, 05:28 PM
  #7333  
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Originally Posted by ShyGuy
Now suppose month 1 stock was $100 but month 6 (today) it is $120. You still get it at the lower $100 , so $85 per stock for you.

Now you instant sell at $85, with stock today at $120.

What’s the burden? $15 at regular tax rate and $20 capital gains only? Or the full $35 profit at regular tax rate because you sold it at instant same day?
$15 as ordinary income and $20 as short term cap gain
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Old 10-28-2018, 06:31 PM
  #7334  
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I sell immediately, but have a friend that holds it for 2 years (I think....maybe just 1)
He always sells at the 2 year mark, so he avoids the capital gains.

He’s been doin it for a while, seems happy with his results.

I just don’t want to hold JBLU stock any longer than I have to.
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Old 10-28-2018, 07:05 PM
  #7335  
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You guys make my brain hurt.

If you don’t understand where your money is going. Buy a person to explain it to you. It’s cheaper than learning. This really isn’t difficult but if you don’t know where your cash is where it’s going and what it’s doing. Do yourself a favor and buy some expertise. Stupidity is not only painful but it’s expensive.
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Old 10-29-2018, 04:04 AM
  #7336  
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Originally Posted by BeatNavy
The base contribution amount (including the 17.6% gain) is always taxed as ordinary income. The gains (if any) above that are what is taxed as long term if held greater than a year, or at the ordinary income tax rate if held less than a year. So yes, correct, sorry if I wasn’t clear in the previous post.
That's essentially correct except the long term capital gains rate doesn't kick in until 2 years from the START of the offering period, or a year from the date of purchase, whichever is later. For our purposes, that comes out to 18 months from the purchase date.

Waiting on those 18 months turns you into a speculator but you can take advantage of the delay. If the price has risen by the 18 month minus a day point, then wait a day or two to sell to get the lower tax rate. If it has dropped, sell a day or two early to take a larger tax loss that can offset other short term gains at the higher tax rate.

Better yet, just don't speculate, sell immediately, only pay taxes on the discount and pay no capital gains taxes at all.
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Old 10-29-2018, 09:59 AM
  #7337  
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Originally Posted by Blue Dude
That's essentially correct except the long term capital gains rate doesn't kick in until 2 years from the START of the offering period, or a year from the date of purchase, whichever is later. For our purposes, that comes out to 18 months from the purchase date.

Waiting on those 18 months turns you into a speculator but you can take advantage of the delay. If the price has risen by the 18 month minus a day point, then wait a day or two to sell to get the lower tax rate. If it has dropped, sell a day or two early to take a larger tax loss that can offset other short term gains at the higher tax rate.

Better yet, just don't speculate, sell immediately, only pay taxes on the discount and pay no capital gains taxes at all.
Considering the company we work for, this is the ONLY safe way to do it.
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Old 10-29-2018, 10:09 AM
  #7338  
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Hold it till it becomes United stock and sell at a major gain.







(Totally kidding)
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Old 10-29-2018, 10:53 AM
  #7339  
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Originally Posted by hilltopflyer
Hold it till it becomes United stock and sell at a major gain.








(Totally kidding)
Don't tease me!

GP
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Old 10-29-2018, 10:55 AM
  #7340  
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Originally Posted by coopervane
I sell immediately, but have a friend that holds it for 2 years (I think....maybe just 1)
He always sells at the 2 year mark, so he avoids the capital gains.

He’s been doin it for a while, seems happy with his results.

I just don’t want to hold JBLU stock any longer than I have to.
Anyone who holds the stock for 2 years, leaving 100% of the principal investment at risk, just to save capital gains tax should be unable to get a 1st class medical certificate.
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