The less traction, the less buy-in you have, the more you should be swinging for the bleachers. Take chances. Be outrageous. Of course, most of us go the other way. We get more conservative after getting shot down, but that’s a mistake.
Your situation is complicated by the fact that you may have to deal with her in a non-romantic context. Hence, your ping can’t be overtly sexual. That aside, a lukewarm hello is not going to change your situation. You have to take a chance.
–Lee
