I don't have an "edge", I am a soft plush carpet of green fuzzy wholesomeness!
I would say that redheads are an entire pantheon of wonderful sexiness. But I'm not Greek so I don't fuck around with my gods.
From what we've learned about the MC it's obvious that Elspeth is out of his league - she's more intelligent, she's rich, she's much better looking, and she's probably got heavier issues. Besides her hotness what do Elspeth and Valentine have in common? Their military service which fucked them up and McNab/their circle of friends. I need to see more than that.
With Jogging Girl that was an obvious "meet cute" moment, they had some playful banter, and it seems she may be interested in him.
I ranked the ladies in terms of "how much would it fuck up other relationships if Valentine fucked up a relationship with that lady". Elspeth and Amrit are too tightly connected to everyone else, if they broke up in some dumb, Nuclear manner it would damage everything that Valentine has right now. Viridiana is too much the kid sister to consider. The other two are far enough outside the circle of friends to really damage anything with a break up.
All of my thoughts on it could change as we go. My issue with taking over a character that has established history with people is that we need to play catch up. We don't know anything about their past interactions, relationships, etc.