I never sell all and always make up whatever I sell by trading altcoins. I was down to like 15% of my coins in October and made it all back.
I would find that terrifying. But you would do very well with the penny screamers. Its very different from trading BTC and has required me to unlearn everything I know.
I think the SSS plan makes a lot of sense. Sell around 10 - 15% per doubling, on average.
https://bitcointalk.org/index.php?topic=345065.0Whatever happened to Risto, BTW?
Stress and lifestyle caught up, family life imploded, lost his shit. Not sure if he got a new white coat, or if he got away. I hope he pulls it back together - a lot harder to do when you're older!