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I'm assuming Vanguard will help with selling the stock and transferring the mutual funds? Obviously I need lots of help :)

Yes, Vanguard will do the actual transfer. All you have to do is fill out the forms they ask for. Go here:

And select Transfer Assets to a Vanguard IRA.

BTW, Vanguard does have some hefty minimums (e.g., $25000) on some of the premier funds and they do close them periodically as well; they also will charge a back-end fee if you transfer your funds out of a fund and into another Vanguard fund before 1 year (I'm not sure about the time period)

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