Glad you agree ... I've been through this process on both sides --- as a high school and as a recruiting college coach.
As a HS player, there were no scouts nor college coaches attending my games --- despite being All-League, All-County, blah blah --- until I started writing letters, calling coaches, etc. in April of my senior year (pretty late!). By June I received a pro contract offer and several scholarship offers. I'm certain nothing would have come my way without the networking (a good lesson for life, not just baseball!).
As a college coach, we received lots of packages, videotapes, etc., from parents, HS coaches, and recruiting companies, and I'll admit most coaches are probably inundated with that sort of thing. But, I can tell you that there were at least a few kids who wrote us personal letters (not form letters) and were persistent --- yet polite --- enough to grab our attention to the point where we put them on our scouting list.
Again, this process probably won't work at Rice or Miami, but it's certainly worth trying for lesser-known, smaller schools (of which there are hundreds).
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I do agree that you can not wait around and the player needs to be proactive on contacting coaches, showing interest in a program and being seen by the school.
Sending a letter from the HS coach can't hurt as being one part of a strategy (what he says or doesn't say is for another thread). It is not a strategy that we used (maybe we should have). My Son did send out letters and "resumes" to coaches and did communicate by e-mail to keep the coaches informed of his progress and continued interest in their school. He also did send names and phones of summer, travel, high school coaches and showcases that he was or did attend. This did generate a fair amount of interest.