I'm generally careful on Steemit too - on my blog I don't give a toss and post anything I want, but here it takes a long time to get established, so I think of it as an investment, and tread carefully.
I'm already seeing enough flagging to make me wary, and there are certain subjects that I won't touch with a 10 foot pole.
I like to see other people post controversial stuff though!
I am not planning on ripping anything apart completely and burning it all down, or even criticise too heavily. I just would like to get some thoughts out there and perhaps people thinking where they normally don't. It helps me clear up my own confusions :)
I am pretty sure that 4 out of those 5 whales should upvote me at 100 though. The fifth, I will settle for 80.
The bit that worries me is annoying whales by posting things they don't want to see exposed - so there are a few subjects I avoid even mentioning.
It's not too big a problem, because for the most part I think whales have invested their money so they are entitled to redistribute it as they see fit.
And the other controversies - although I have been flagged a few times, mostly the flaggers are only minnows like me