Can you try this on a very simple program. Creeate a new Standard Ruby (not Rails or Iron Ruby) project and in the empty source file enter:
x = 'hello world'
puts( x )
Put a breakpoint on the first line. Does it break? Can you see
x in the Locals window or add it to the Watch window? What do you see when you do so?
Cylon should be set On by default so you shouldn't normally need to set any properties. If you have done so, bear in mind that those set in Tools/Options will only affect future projects - not the current one. Those set in Project/Properties affect the current project only - but not any future ones.
The slow startup speed sounds very odd. There may be some issue with your installation or hardware/software setup. What version of Ruby are you using (what does it say when you enter 'ruby -v' at a command prompt?). Are ethere any unusual features of your PC config that you can think of? If we don't find a quick solution to this we may need you to mail us some details of your installation for us to go through it step by step.