Is it okay for a girl to initiate a conversation with a guy?

I have a guy friend that I've known since high school. For a while at the end of high school where we didn't talk. Petty school age drama. We ended up talking a few years later and both apologizing for being young and dumb. He also friended me on FB at that time. Since then his mom had a health issue and I reached out twice to send support for him and his family. That was at the beginning of the year. Lately he's been on my mind and I think I'd like to reach out. We don't really know each other anymore, so I'm not sure how to do so without it being awkward. We have a lot of similar beliefs and values, and I'd just like to strike up a conversation and see what happens. I had a crush on him years ago, but never acted on it and ended up in other relationships. Now I'd just like to get to know who he is these days and see. He lives in another state due to work so I keep telling myself it would never work. Lately he just keeps coming back to my mind and I'm not sure why. Is it weird for a girl to reach out to a guy she hasn't seen in years? Also, what do you even say when reaching out?

Is it okay for a girl to initiate a conversation with a guy?
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