Loli content is very much not grey area borderline cp, because it is not cp, period. It does not violate US law. By choosing to delete loli content, you are doing the exact thing that the concept of free speech warns us against: you are simply censoring content that you don't like. To support free speech means to allow people to create and exchange information even if you don't agree with it. That's the whole point! If everyone agreed with it, there wouldn't even be a reason to mention free speech. Without that allowance, you are not a privacy and anti-censorship advocate, you are just an opportunist creating another reddit clone. You cloak your goals in talk of freedom, but in effect you are just taking advantage of the popular discontent at lack of freedom at the moment, and using that to grow your own userbase. But you are not willing to really back that up. Oh, you might say: "I personally believe in free speech, but we have to be practical, you understand! by censoring our content [beyond the requirement of US law], or else we'd run into trouble anyway when our own upstream would deplatform us! *wink* *wink*" That's still exploitation. You are saying one thing but doing another. You want to be the service provider and not some middleman? Find a way to provide that service, even in the face of vocal groups that decry you because of content you distribute. Use your own hosting, get your own bandwidth.
I stopped using reddit in 2015 when it started banning communities like r/fatpeoplehate. Not because I visited them or agreed with them, but because I could no longer trust in the ideals of the administrators to uphold free speech. The very same sentiment that you are now trying to capitalize upon.
Voat.co tried the exact same scheme during the 2015 exodus, using the exact same "give me your tired your poor" language that you do. But then immediately they banned v/thefappening and v/jailbait because those were too "incovenient". I stopped using that too. And now voat is just an alt-right shithole that you can't even read or create a new account on. This is the litmus test for free speech: you are either an absolutist, or you are just an opportunist. There is no middle ground for "free speech but only the kinds we like".
If you want to develop free communication systems but are not confident in your ability to ensure continuity of service, then go back to working on crypto and the dark web. Yes, it is more difficult and less accessible, but at least there you can uphold your ideals, instead of creating another voat clone.
Make it more accessible,
make it easy to use. That's what you wanted, a programming challange, right?
Here's some more dangerous free speech for you, illegal in Canada, UK, and Australia (don't watch!) but not in Freedomland:
o|8-<
"I'm eight!"