Ok - so this season started out not so great for me. I got my robot ready, turned on the power for the signal generator and I see a solid green light staring back at me. I check the obvious places in the wire but find nothing out of place. I tested a small section of wire by connecting it to the charging base and sure enough I get the blinking light on the signal generator. I was hoping not to have to replace that.
So, I get out my signal tester, hook it up to the wires and start going around my yard - and I swear that I got a signal all the way around. I walked around the yard again and still got a signal all the way around the wire. So now I am thinking - what do I do next?
I ended up pulling up some of the wire and didn't find any breaks in the wire. I gave up for the night and went at it again the next day.
I set up the signal tester again and this time I got a section that was silent. I quickly narrowed down the spot and sure enough I had a break in the wire. I am not sure what I was doing the first day but obviously I was doing something wrong!

The wire break was likely because I wasn't careful enough with the aerator that I used last fall and I think I ended up slicing into the wire around one of my mulch beds.
I patched up that section of wire and I am good to go now for season 6.