This one has caused me to think alot today and my take is probably different. I see it more as a positive comment on things.
In my mind, baseball is "the" game of failure. A batter who is successful 30% of the time is still a success. I believe the gentleman's comment may have been directed at just allowing the son to play this great game without expectation of perfection.
I also believe, the more highly regarded you are as a prospect, the more opportunity or lattitude you are given before being declared a failure. IMHO, baseball is a game that needs to be played without necessarily looking over one's shoulder. By allowing one to play - without fear of failure for the most part, you may indeed be fostering the young man's growth as a player.
I am probably reading more into the comment than there really was