Just remember that companies like Box and (in the future) Square have IPO values below their final private round valuations. There is a reason your the the val

Just remember that companies like Box and (in the future) Square have IPO values below their final private round valuations. There is a reason your the the value of the common stock (your strike price) is half the price of the preferred stock's value, because there is a very high chance the common stock will never be worth the same value as the preferred stock (which likely has protections about IPOs or acquisitions below the valuation). So with that out of the way, you are just an investor. Do you feel the valuation of the company is low/medium/high? If you think the value is low, then you'd want more stock. If you think it is high, take more money. The company probably wont give you enough information to actually figure this out, so you have to use your intuition. The safe thing to do is just take more salary.