guilt

When are we supposed to feel guilt when we tried to do things that are right but they don't come out as planned?
My son is graduating from high school this year. I pushed for him to apply for different scholarships, specially for one that awards Hispanic students. Because he has above average qualities of an good student, we hoped that he would be awarded something. It was disheartening when we joyfully received the envelop with the results. Just prior to opening the letter his father joked hinting than not all letters are for awards that some are regretful and apologetic. As if he was a psychic, the letter informed us that he was not awarded a scholarship but he was still welcome to come to the ceremony to received his academic award.
So far he had not received a single scholarship award. Besides feeling disillusion, I also feel very guilty because I constantly pestered him about applying. My only hope is that he would receive something from my association. Only a tiny sliver of hope that is all I have. I wish for him to open a letter and feel joyful about his efforts. I hate for him to open letters of regretful news. Every time he reads the words "We regret to inform you that you have not been awarded", I get a heavy, dark feeling of guilt, almost as if I was the one making the official notification.