11–20 of 155 posts
Its taken them a while, all their peers except for Amazon have essential gone to the dust. If Geocities had been bought by say Google instead of Yahoo I could have easily flipped my options into my own startup. However dot bomb hit so hard instead of wealth I was left holding a huge capital gains tax bill that forced me into 10 solid years of hardcore poverty as most of my income was confiscated to pay off the debt.…
How do you not make money and still owe a lot in capital gains?
Its taken them a while, all their peers except for Amazon have essential gone to the dust. If Geocities had been bought by say Google instead of Yahoo I could have easily flipped my options into my own startup. However dot bomb hit so hard instead of wealth I was left holding a huge capital gains tax bill that forced me into 10 solid years of hardcore poverty as most of my income was confiscated to pay off the debt.…
How do you not make money and still owe a lot in capital gains?
1) Option at $1
2) Exercise at $100, spending $1 to buy. Tax on $99 short term capital gains owed, or ~$35.
3) Stock falls to $10 and sold for a $9 profit. You still owe $35 capital gains and spent $1. Net loss of $25 per share.
Has the valley ever seen a more hyped, yet disappointing hire than Mayer?
The valley is very sensitive towards women running companies with large valuations, that company's woes would otherwise have flown completely under the radar. The next one on the "overhyped but disappointing and in the valley list" would be Clinkle and its now 24 year old CEO. No women there but as you will see the valuations drop off a cliff pretty quickly in this list.
Earlier quoted context omitted.
How do you not make money and still owe a lot in capital gains?
Generally this occurs when you exercise an option to purchase stock, then hold the stock while it significantly depreciates in value. Fairly common scenario during the dot-com bubble. 1) Option at $1 2) Exercise at $100, spending $1 to buy. Tax on $99 short term capital gains owed, or ~$35. 3) Stock falls to $10 and sold for a $9 profit. You still owe $35 capital gains and spent $1. Net loss of $25 per share.
Earlier quoted context omitted.
How do you not make money and still owe a lot in capital gains?
Generally this occurs when you exercise an option to purchase stock, then hold the stock while it significantly depreciates in value. Fairly common scenario during the dot-com bubble. 1) Option at $1 2) Exercise at $100, spending $1 to buy. Tax on $99 short term capital gains owed, or ~$35. 3) Stock falls to $10 and sold for a $9 profit. You still owe $35 capital gains and spent $1. Net loss of $25 per share.
Something else I've never understood to be rational - If you wouldn't buy $10 in yahoo stock- why would you hold it because you have it?
My uninformed but seems logical answer would be sell the stock you got, pay the tax and buy and index fund.
Its taken them a while, all their peers except for Amazon have essential gone to the dust. If Geocities had been bought by say Google instead of Yahoo I could have easily flipped my options into my own startup. However dot bomb hit so hard instead of wealth I was left holding a huge capital gains tax bill that forced me into 10 solid years of hardcore poverty as most of my income was confiscated to pay off the debt.…
Has the valley ever seen a more hyped, yet disappointing hire than Mayer?
Poor execution, lack of innovation. At least Mayer can run for public office now...
Its taken them a while, all their peers except for Amazon have essential gone to the dust. If Geocities had been bought by say Google instead of Yahoo I could have easily flipped my options into my own startup. However dot bomb hit so hard instead of wealth I was left holding a huge capital gains tax bill that forced me into 10 solid years of hardcore poverty as most of my income was confiscated to pay off the debt.…
Has the valley ever seen a more hyped, yet disappointing hire than Mayer?
Theranos. The valley is very sensitive towards women running companies with large valuations, that company's woes would otherwise have flown completely under the radar. The next one on the "overhyped but disappointing and in the valley list" would be Clinkle and its now 24 year old CEO. No women there but as you will see the valuations drop off a cliff pretty quickly in this list.