No bounds have been overstepped here. Really, I do appreciate everyones input. I agree with the concern of him being home alone--he could find something else to do with his time that could get him into trouble. This is something I have to consider very carefully. I want learning to be positive for him to and am having a very hard time figuring out how to do that. What we've done so far hasn't worked. Homeschooling to me was appealing because he could learn at his own pace with me hopefully instilling a positive learning environment instead of him hearing how he's constantly disappointing his teachers and his parents by not turning in his homework. I also thought he could have some real learning experiences like using what he does love, guitar, hockey, snowboarding, music to get some credit and feel like he's doing something worthwhile.
Thank you all again. I'm still not sure what we're going to do but I love reading these responses to give me more food for thought. I'm also trying to find other schools in the area and am still considering a psychologist just so that he can have someone to spill his guts to.