What is the best way to get a guy to talk to you/approach you? How can you make friends with him?

Anonymous
There's a guy I work with that I like. I don't know a lot about him because we don't get to work directly with each other all that much. We do get to see each other at times daily, but it can be hard to start a conversation because seeing him isn't usually planned, so I'm almost always "on the spot".

Example - when I was leaving work today, I was walking out of my area to go to leave and he was coming towards me. We both stopped, he let me go first and gave me a little smile. I returned the smile. I felt like an idiot after though. I had the perfect chance to SAY something to him and I didn't. I should have smiled AND said something like "have a good weekend!". It would have been casual, yet friendly and there wouldn't have been any obligation to hold a conversation or anything. Plus, it would have hopefully helped encourage him to talk to me in the future.

He initiated the smile and he's never done that before. So I feel like that may be somewhat of a positive indicator. Of course I know smiles can be 100% friendly too. I just thought it was a good sign with him in particular since he hasn't done that before despite us having interactions (without actually talking).

What would be the best approach here? I want to know more about him. I would love to find out his status relationship-wise too. I'd be happy being friends with him and I'd also be open to trying something more if it went that direction. Right now, I'm just interested in getting to know him and see if he's also interested in at least being friends.

I want to encourage him to approach me and stuff without being weird, seeming desperate or anything seeming forced/pressured. I want it to just come naturally and be something he does because he wants to, not because he thinks he "has" to. I am friends with some of the people he talks to, so how could I maybe get their help without being weird AND without making it seem like I have a "crush" on him (in case he would just want to be friends only)?
What is the best way to get a guy to talk to you/approach you? How can you make friends with him?
5 Opinion