Are you currently hosted on Shinjiru now? I'm thinking about using them as a reverse proxy in front of a site that might suffer false DMCA attacks. I don't want my web host to ban me just because they can't deal with the hassle, so I'm thinking about proxying all the requests.
What does Shinjiru do if they receive a DMCA notice?
When I ran a huge private torrent tracker I paid a decent chunk to get a host that ignored every single request of any type that they received.
I think if you're interfacing with your server without going through Whonix, you're asking for trouble. Not only do you need to pay for the server using BTC that can't be traced back to your identity, but anything that touches the server (such as your server you're proxying with) needs to take the same precautions, which means no DigitalOcean, unless you can somehow pay them without that also being tied to your identity.
If you're not actually worried that DMCA people will follow through on their threat to sue you, or you really want to risk losing your property in the event of a lawsuit, then perhaps this might work.
Feel free to email me for more advice or to keep in touch. Your project sounds interesting.
What does Shinjiru do if they receive a DMCA notice?
When I ran a huge private torrent tracker I paid a decent chunk to get a host that ignored every single request of any type that they received.