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Damned if you do; damned if you don't. This dilemma faces everyone trying to put money to work after a step up in stock prices. Will the market pullback, or will it keep rising? Unfortunately, there's no way to know. Given relatively recent history it's tempting to think there will be a pullback. But, consider those who stayed on the sidelines in the early nineties because they thought that the market had already risen too fast, too far.

I do think, that for an income investor, it makes sense to sell some winners whose yields have contracted substantially and to rotate into stocks with better yields, thus increasing income/cash-flow. But, round in circles here; it depends on tax implications brought about by capital gains too.

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