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i would like to make a $2000 roth contribution and then use the money to purchase employee stock options in my company which currently is privately held. the options are likely to become very valuable when the company goes public.

the problem is, after speaking to several mutual fund companies, brokers and banks, that nobody is willing to handle non-publicly traded securities.

question 1:
can employee stock options be purchased with roth contributions and does anyone know who will allow me to do this so that i can shelter potential gains on these options in a roth ira?

question 2:
if i can't do this before the company goes public, can i direct a roth custodian to purchase stock directly from the company at my option price after the company goes public?
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