Benbox uses outdated firmware and is not designed to use with the plotter. Benbox uses grbl .8 and the plotter is using .9. It might not be capable of working. You would be better off using elekscam or t2 laser.
The T2Laser trial is free and it's fairly intuitive to use, most people pick up the basics fairly quick but continue to discover more advanced features for a long time. You will find the manual and some starter videos in the Help menu and other users like nottingham82 have made some excellent get started videos as well. Of course I am also here to answer questions.
I've released a beta with center-line tracing, if all goes well it should get released later this week. It only works on 64-bit systems, and with certain images (b/w line art) but the results are pretty good.