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You and I are in uncharted waters as we look ahead. The next sixteen years are unknownโ€”but those years will make up a good chunk of your pre-retirement savings or retirement years. Letโ€™s look at the past, in sixteen-year groupings, shall we? (Note: Chart four is only halfway there).

As you can see, if you had your choice, youโ€™d want to retire in 1981. But since you canโ€™t do that, thereโ€™s plenty to worry aboutโ€”especially when you start socking away serious money. Why risk it on an all-stocks strategy in your 50s?

Your 50s are when you need to be dead serious about smoothing out your returns. Itโ€™s when you need to consider counterbalancing your portfolio with some bonds. How much, and which ones, are up to you. As Iโ€™ve explained before, I like you owning bonds individually (not through mutual funds or ETFs) where, if all goes according to plan, you receive interest along the way and principal at maturity, much like a CD. How about stocks?

Individual holdings are my preference too when it comes to equities. Again, not mutual funds or ETFs, because too often, you end up owning stuff you donโ€™t want. The days of buying an index fund, setting it and forgetting it, are gone. Why? For one, the S&P 500โ€™s five largest companies, by market cap, make up 25% of the index. Thatโ€™s a quarter of your equity money riding on a group of stocks you can count on one hand. Is that supposed to be diversification?

As I pointed out to you yesterday, as explained by Warren Buffett, not one of the twenty largest companies from 1989 appears on the list today. And, no, Iโ€™m not comparing myself to Mr. Buffettโ€”we donโ€™t share the same politics.

So how many stocks should you own? Well, the first question is, how many stocks are you an expert onโ€”where you know each one like a member of your family? You donโ€™t get to know a stock by simply scanning a statement to see if it went up or down last month.

Twoโ€™s not enough. Double that to four? No. Eight? No. How about 16, 32, 64? You get the point. You probably donโ€™t need 500. In other words, you probably arenโ€™t going to be an expert on thousands of stocks. And thatโ€™s not even the biggest part of stock investing. That would be knowing when to sell.

Action Line: Once you reach the back nine of your savings years, you canโ€™t afford to make a mistake. You canโ€™t get a mulligan. I understand the pressure youโ€™re under. Iโ€™d love to talk with you. But only if youโ€™re serious.

Originally posted on Your Survival Guy.