I personally do not see any meaningful reason to share (even anonymously) investment in something. The only benefit might be to encourage others to get into something if they see it in other people's examples. Some sort of group on the Telegram that could be made is no technically demanding task, and also spreadsheet with everyone who would participate in one such club.
I agree that it is wise to invest in Bitcoin, realistically, the whole thing is still at a very early stage, though it may not seem so. But let's be real, there are few who really recognized the potential that Bitcoin has in the first 5 or maybe 7 years. I think 2017 has shown that the value of Bitcoin in one year can be increased up to 20 times, which is a good enough warning for the future. Although there is always a risk, an investment of a total of $1000 this year may mean xx more in the next few years.
I realize that it is easiest to buy Bitcoin every first or fifth of the month, but I personally would still do a little calculating and buying at any dip. The last dip to $7400 was a great chance for buying, much better than at today's price.