Is it possible to run sequential tasks in Nova?

[RollingGoron]

I'm new to Nova and working on a new Rails application. I want to mimic my iOS dev set up where I have the debugger running after the rails server boots up.

I installed the Rails + Ruby Remote Debug extensions and would like to run them sequentially so I can have the debugger running when I start the Rails application. Right now I have to select one after the other.

Here is how I have the Run portion of Rails Server

But this issue is that the follow up tasks never starts. It just stays on "1 of 2", and while the server is indeed running, the debugger is not.

Any ideas?