Selling too early has been a regret that I have too.  Those of us who have been doing this for a long time, need to keep our eye off of the book (cost) to market ratio and just keep looking at the good dividend returns.  When you've held an equity for a long time and it has gone up and up, maybe doubled or more, you're tempted to sell and capture that big capital gain.  Looking around to see what you could replace it with, that pays as much, helps with the temptation.