Yea its probably a smart idea to only flag those who have similar or less SP than you, at least the way it is today. I would never flag a whale or even a strong dolphin these days as the risk is simply too great. It's like suing a billionaire.
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I am wary of that. Some people have set up flagging bots you can delegate to. It's not totally anonymous, but it makes you less obvious, especially if they can gain many supporters