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The $2K is the total limit per year, but you may make the contributions as a single payment or as many payments and in any combination of amount you like. Tax rules impose no limits on this aspect, but your custodian may either have limits on the minimum transaction or impose charges that favor fewer rather than more transactions. That part is a matter of choosing the right custodian with rules that fit your plans.

Foolish Four is a good beginning stock investment plan. Yes, you can allow your contributions and dividends to accumulate in your account, where they usually will earn money market rates until you invest them. You do this usually to minimize transaction costs, since most transactions in brokerage accounts pay a fixed charge regardless of size. Doing a small number of larger investments is more cost effective.
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