Re: How you lose exercising early
The answer is that you have thrown away the extrinsic value of the option.
It was a $20 option worth $11.60 with EBAY trading at $29.80. That means it was $9.80 in the money, leaving an extrinsic value (time value) of $1.80. $1.80 x 100 is $180 and voila! There's the missing money. When you exercise any option with time value remaining, you forfeit that time value.
What to to in this situation (you want to own the shares)?
You need to capture the extrinsic value of the option by selling it.
So you sell the option at market value and pay market value for the shares.
We'll realize $1.160 for the options to go into cash, pay $2,980 for the shares and be left with $3,180 cash in our brokers account.
Same result, we have our 100 EBAY shares, but we're still worth $6,160 by capturing the extrinsic value of the options.
Bon Marche