That's true, I am great at setting things up... but Go+GDB was zero set up. `go build` then `gdb ${executable_file}`, and nothing else. I suspect that it's Windows being in the mix that gave you trouble?
Just an FYI, you can use MacPorts to `sudo port install gdb`, and it installs gdb as 'ggdb' without the signing mess. To use with ddd invoke as `ddd --debugger ggdb` and it works like a charm.