IntelliJ has stopped hitting my breakpoints in my Tomcat server application

After launching my Tomcat server, I launch my remote debugger. I use all the standard options except port, which I set to 8000. When I launch, it immediately says this:

Connected to the target VM, address: 'localhost:8000', transport: 'socket'

So I know everything is working fine. At this point, my breakpoints have turned from red dots to red dots with a black checkmark.

Then I fire a request at it, and it immediately returns without ever hitting my break point. I've put breakpoints on every line in the method that's getting called, (it has the String that's returned in the response) but none of them get hit. 

Code is written in java version "1.8.0_191"