First, I’m not here to talk bad things about ruby-debug. For almost all my career as ruby developer I have been using ruby-debug and it works well.
But since I discovered pry my life as ruby developer is more easy. I really recommend you check it out, you probably will love it.
I don’t go talk to much about pry, there is to many documentation out there.
To know more about ruby debug and pry, I strongly recommend you to watch Mastering the ruby debugger by Jim Weirich.
By the way: this post title is based on If you’re using Node.js, you’re doing life wrong.