Many times we talk about an investor's level of commitment as being on a spectrum of being whimpy or being aggressive, and so there can be various levels in between and there can be extremes.
People make the choices in regards to where they are going to be in terms of their approach to bitcoin, and some investors who had been fairly whimpy in regards to their bitcoin investment approach had still ended up doing quite well with their bitcoin investment which also leads many of us to recognize that it is better to get at least some bitcoin and to get off zero in order to not be a low coiner, an surely anyone investing into bitcoin has the right to choose whatever level of whimpiness or aggressiveness that they choose to carry out... and surely whimpy investors have likely regretted that they had not been more aggressive, yet we cannot turn back the clock, so guys have to live with the consequences of their chosen levels of aggressiveness.
You have made great point about how people invest in Bitcoin from being very cautious means whimpy to very bold means aggressive. What is interesting is that even small careful investment in Bitcoin or just owning some of it to get off zero can lead to good returns and help avoid regret of having missed out. While some cautious investors might wish they had been more aggressive later on we can not change past and everyone has to live with their choices. How much risk someone takes with Bitcoin is personal decision based on their comfort with risk and their financial aims so there is no single best way to do it.