Wrote it, send it?

I'm more like the type of person that can express my feelings via paper rather than in person. Well really, it depends on my relationship with that other person and the way they act on their emotions, if you know what I mean. It's kind of hard to explain, like ok for example, if I've know a person a little while and have to tell them something important, something they might not want to hear, I usually just write it down and throw it away. If I've know a person for a long time I usually tell them how I feel based on how I know they might react to what I need to say. If I know a person is sensitive, I usually write it and throw it away. If it's a person how can handle it, I politely say what needs to be said, and we move on. Ok with all of that said lol, I wrote a letter to someone yesterday.The letter was a pretty long one about what I think that person needed to be told. The letter wasn't at all rude, but it also wasn't all nice. I've known this person for a little over 5yrs, which isn't too long but not too short; but this person has really changed a lot in the past 3yrs. I even placed the letter in an addressed envelope with their name on it, but cannot seem to make a decision on whether I should send it off or not. I really feel as though the letter will help them, but at the same time I have no idea if it's my place to say something about the situation this person is in and a possible way out. I feel as though I'm talking (typing) in circles, so I guess I'll just sleep on it once again.