Q. Dear Alannah,
There's this girl at my new job who I'm interested in, and I don't know how to strike up a conversation with her. We both work in a call center and are both usually on the phone with customers. We've talked briefly when I sat with her for on-the-job training when I first started working there, but we don't work directly with each other, and my main concerns/questions are how to strike up a conversation without it being awkward. Odds are I will not be seeing her randomly around the office where I would be able to engage in small talk. I would probably have to start talking with her at her desk and the issue with that is, being able to do it in a non-awkward and meaningful way. How would this conversation go, how far should the conversation go and what is the next step in the process?
A. Dear Tongue-Tied,
The best way to engage her in conversation is to wait until you can catch her off the phone sometime and then walk by and engage in some small talk. You could ask her a question about something related to a call you had; you could start out by saying something like, "Hey, can I ask you something? Everyone around me is busy, so I was wondering if you could help me out for future reference." (Then, make up a problem you had or ask her a real question, and then after that lead it into some small talk!)