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Greetings, gmattie, and welcome.

<<My question is - is it legal to transfer stocks from a traditional portfolio into a Roth IRA, and will I be able to trade these stocks just as I would have in a traditional portfolio (e.g. to adjust for the new follish fours every year)?>>

TchrP is dead on with the comments posted to your query. Stocks may be transferred into an IRA from only two sources, as part of a rollover from another IRA or as part of a rollover from an employer's qualified retirement plan. They may not be transferred into an IRA from a plain ole vanilla taxable account. Only cash can be contributed from your taxable assets.

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