There are many similarities between sailing and investing. A lot has to do with preparation: it is much easier to manage unforeseen events by planning in advance. This will allow you to stay the course instead of reacting to the markets.
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Question: I am less than three years away from retirement and have 80% of my stock portfolio in a particular stock which has grown about 30% in the last two years. My mortgage is at 4.4% and my 401(k) is about 1/3 of my total assets (the other 2/3 being stock). I am single with a salary between $100,000 and $150,000. I was thinking of paying off my mortgage by selling about a quarter of that particular stock which would include the capital gains and fees. Is it wise to sell stock at this time to payoff the mortgage?
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