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It's not weird to send a friend request to someone you knew from the past, even if it's been a long time and your relationship wasn't perfect. In fact, it's a great way to reconnect with old friends and see what they've been up to.
In this case, it seems like Brad has restricted who can send him messages on Facebook, so sending him a friend request may be the only way to get in touch with him.
If Brad does accept your friend request, just be yourself and let the conversation flow naturally. You may have some catching up to do, but don't dwell on the past. Focus on the present and see if you still have a connection.
Of course, I do not know the whole situation that happened between you, but if you just want to know how he is doing, then come on! One extra friend on Facebook will not be a hindrance, for example, I have dozens of old Facebook friends who are my friends, but with whom I do not communicate, and I do not even worry about it
I never accept friend requests from people in my past. Why? The past should stay there.
You make it sound like one's past is a bad thing.
When I was a teenager we moved and over the years I lost touch with most of my old school friends. Same with college, most everyone move away and we eventually lost touch so FB was a good way to keep in touch over the miles and years. I like getting those friend requests. Its a blast from the past.
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