Could be a very simple explanation. Perhaps he has kids of college age and he would prefer to invest his money in his greatest legacy - his children. There are times in life when cash crunches - like expensive university costs for one or more children - can get in the way of other plans. At times like this even if you identified something out there as a screaming deal, such commitments might just take priority until those obligations are completed. Of course it is hard to say as everyone's circumstances are different, but it is important not to read too much into things like this as you can quickly arrive at the wrong conclusion based on something that is totally unrelated.
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