--background flag only works on initial load

[rudolph9]

I'm utilizing the --background flag to drop into a pry debugger and still have it be responsive. This works well the first time the sinatra server is loaded however each subsequent reload the pry console fails to display what is typed (the same behavior as when I run the sinatra server without the --background flag).

Is this a bug or am I missing some configuration?

I'm using ruby 2.1.2p95 (2014-05-08 revision 45877) [x86_64-linux] and rerun 0.10.0.