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Every investor must set a target timeline to which his/her investment journey would last actively before thinking of a possible sell, with this in mind, such an investor creates or build up funds such as emergency and reserve funds through his discretionary income to enable such investment plan been achieved. An investor who fails to plan, already plans to fail. A set plan of targeted goal towards such an investment will serve as guide and road map to a successful Bitcoin accumulation process..
It is good for every investor to set a target timeline to which his/her investment journey should last, but in my opinion, it's not necessary for investors to set a target timeline of when their Bitcoin investment journey should last because it's likely to make some investors become over aggressive in accumulating Bitcoin so that they can meet up with their investment time, and at the end they will end up selling their Bitcoin investment too early. We should just be accumulating Bitcoin without setting a timeline so that we won't be under pressure to meet up with our timeline and end up getting out of the game.
Every investors will choose a strategy that they want because it's their money but the thing is that it's not every strategy that is a well thought out one for Bitcoin investment. Having a target timeline to sell is a choice but if you want to be very profitable in Bitcoin you'd hold for the very long term like 8 to 10 years or much more. No need to worry about a timeline to sell because it can be a distraction, you'd be flipping your calendar and doing countdown to sell time.
Personally I believe that the best strategy on when to be selling should be during retirement, also leaving some for responsible inheritors. With this in mind you'd just be buying and hodling without worrying about the perfect target timeline to sell. So far you have active discretionary funds you'd keep buying and when you get that lump sum you'd buy aggressively.