Part of the challenge is that it's gotten harder to find "real" posts these days, since there are so many spam posts, and unless you have a certain tag you're looking for, surfing the "new" feed is a bit difficult, especially if you're looking for new users. I hope that the chain-bb progress, and future updates of the steemit.com website will help. I basically just want to upvote new users that put a lot of work into posts but don't get a lot of other votes, regardless of their topic. :)
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It's indeed hard to both find new users and to make it as a new user on Steemit. Better interfaces and algorithms to allow that would be quite beneficial to the platform and community. It's great that there are people that are actively trying to find newbies to support and I know from personal experience that getting some support like that is quite motivating while you are getting started.