I'm struck by how similar Rob is to Greg the suicidal gamekeeper - they share the same sort of moodiness. Admittedly Greg was capable of being rude and short with everyone whereas Rob is a bit more 2-faced, eg being polite to JennyDarling then turning round and snarling at Jess 2 seconds later. But his basic character seems strangely close to Greg's.
I guess the SWs are making the point that Hellin has disastrous taste in men - she always goes for the tortured, complicated ones with a luggage shop's-worth of baggage. And clearly has Learned Nothing.
It'll all end in tears and the appalling Hellqueen will count the cost I hope