I'm an early employee at a startup. From the go, our money has come from our founders, and from a single external investor.
A year into working there, now with ~15 employees, we (most of us) were issued stock options. At this point, we were still in 'stealth mode', with no additional investment than the start.
There was a valuation (as I understand it, a number picked from a mix of equations, and pulling things out of the air) of $30MM, at an exercise price of $4.00, for 37,500 shares; for a total of $150,000's-worth, 0.5%
Another year later, we're not turning a profit but we've had a few more investors come in over the past 6 months, no new hires.
We just got word that those who didn't get granted options last year, were granted them this year (the reason they weren't given them the first time round with everyone else? Personal differences with the CEO).
They were issued at an exercise price of $1.00, for 9,000 shares; for a total of $36,000's-worth.
This is where my math gets off. I'm assuming the share price has gone down, because of the investment we've had. But, should it really be that much? If today's price is $1 per share, does that mean that (assuming worst-case, the self-valuation hasn't changed) there are now 4x as many shares in total? And hence, my options worth (0.5% / 4)?
I am a little unclear about the "$36,000's-worth". I assume that that is the face value of the 9,000 shares. So if $36k is the value of the underlying stock than the share price is $4. The same $4 a share that the stock was worth when your options were issued.
The new options were issued for $1 a share with a $4 stock price. Assuming that there was a buyer for the shares at the current price of $4 the options could be exercised today and be worth $27k.
$4 - $1 = $3 per share profit X 9,000 shares = $27,000.
Some valuation examples
Price Theirs Yours $4 $27k $0 $5 $36k $37.5k $6 $45k $75k $7 $54k $112.5k $10 $81k $225k
What the options are worth today is really a minor concern. You control substantially more shares than the people who have just been issued options. If the company succeeds you all walk away with a bunch of money. If it doesn't, well none of you are going to make anything from your options.