It is important to understand that crypto currencies are a new paradigm of money. I knew, a long time ago (in 2012) that bitcoin had the potential to completely change the game. Due to various reasons I didn't invest heavily into it, although at one time I had 100 bitcoins.
With various governments possibly switching to bitcoin, and more and more awareness and media coverage, the best strategy is always to hold for a very long time. Don't watch the ticker prices from day to day. Hold for the long term, in 5-10 years you will be rich, just like I could have been had I followed my own feelings about bitcoin when I first heard about it.
I agree completely. So many I am running into in this space have stories like you or I. Losing coins for lack of respect for their security or just sheer indifference to spending or losing them. I think the smart long run strategy is to buy, hold, and only sell what you are willing to part with.