Perhaps you should look through this "(SSS) - A Sane and Simple bitcoin Savings plan" thread.
 
Have you read that thread, yet?

I think that the one of the main ideas in that thread, is to create a selling plan that you can live with, no matter what the BTC price direction that comes after you employ your various selling points.

Of course, some folks do buy some BTC back with the proceeds of what they sell, but that buying back should be of a much secondary concern - and your obsession should not be with the buy back that causes you to want to become more rich by buying back more BTC at a lower price which also causes you to sell too much and the price could move against you (meaning up).  So, in that regard, from your post, it seems to me that your history shows that you have been are preoccupied with trying to time the top and thereafter to attempt to buy back lower to increase your stash and to therefore play with too much of your stash, which is almost an impossible task to either time the top or to manage your emotions when you are playing with too much of your stash with these kinds of shaving off (or raking attempts).

In other words, if you start your BTC selling in an area that is somewhere in the ball park of 10x (like you suggested), that might be a bit too high for your own psychology, and you might not have enough patience to actually wait to act for those kinds of numbers, and it might be more practical and meaningful to start your incremental selling at 5x or some other meaningful increment that is not so difficult to reach. 

In that SSS thread, there was a preference to sell 10% of your stash for every 100% that the BTC price goes up, and that way you never run out of BTC to sell, and of course, you can chose other price increments and amounts for that, too.. even though in my opinion, the parameters of 10% for every 100% is a decent thinking point.  My current model of selling 1% for every 10% rise and then attempting to buy back, if the price goes down is a variation of that framework.... and I am comfortable with my ongoing approach  because it is largely customized to my own temperament but also supplements my other investments and income sources, so each person might find thresholds and increments that are more comfortable for his/her situation.