I have had family follow my lead and lose money before. I was always upfront with them that I will tell them what I am thinking, and that they then make their own decisions. If someone close to me is following my advice I always make sure i let them know if my sentiment has changed and I am thinking about selling. Basically if they are losing, chances are I am feeling the same pain so it tends not to cause too much trouble. As others have mentioned you have to be careful about who you tell, but I have found that if I keep them informed about my position across the whole journey, I tend not to have too many issues. its when they complain about a stock and you so, "oh I got out of that ages ago" that the trouble starts.
On a side note, that dud taught me a lot about the importance of the right management. It helped me see early on the potential of Weebit, so i have chalked up my losses to education expenses. The only down side was convincing those who followed me last time, that this time was different. I must admit I did do a harder sell on them this time around, probably because I felt bad about the previous advice and I knew if Weebit made me rich and I didn't drag them along (even if it was kicking and screaming) that I would never hear the end of it.
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