In geometric return space you probably lose around 1.2% a year from holding one stock rather than the whole index.
GAT
That's counter-intuitive, but I could see it making sense if you are simply averaging many draws of individual stock picks as opposed to holding an index. I tend to look at it that the individual draws, would have much wider (expected volatility and) confidence intervals over the future, than a diversified index. The old adage that more potential reward comes with more potential risk.
@OP
I don't know that there's a simple analytic answer, but if you look back at some of Sharpe's older books and papers, there's often a chart that shows that after about 7 or 10 stocks, the diversification benefits quickly taper off (i.e. the biggest boost in diversification comes from the first several components). So you potentially have the benefits of concentration, without losing too much of the diversification benefits in return.
I think a lot also depends on which stocks you select as the 10 or 5 (volatility, correlation, characteristics, etc); a useful book that might give you some ideas is Fred Piard's recipe book. It at least allows you to see some simple portfolio based systems (growing in assets from very small to 10+) that are compared to index benchmarks in terms or risk, reward, etc... It can at least give you a better emperical sense of what might be achievable. His components are more ETF based, than individual based, however.
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