With this backdrop in mind, will you advise a newbie to bitcoin to enter at this stage so he can be able to ride the coming "boom" or will you tell him to wait some more until the market is dipping?
No. Everybody has to do his own research and take the decision if and when to "enter" Bitcoin.
Also a good strategy for somebody that wants to buy and hold is to buy over longer period of time, so the up/down fluctuations get somewhat equalized.
All I can tell is that the market starts looking good and I am almost convinced it should grow. But this means nothing, really.
