JWDaughter: I think you are being a bit elitist about it
What you call "elitist" I call being realistic.
It's funny, you agree with virtually everything I write, you just don't seem to like the way I write it. Oh, well.
My experience has been that the majority of families that I have worked with in our independent study program are successful, but a significant percentage are not. Judging solely by SotT's OP, he has all the hallmarks of someone that will not be successful: he has no confidence in the teacher(s), he overestimates his abilities to help his stepson with homework and he admits to not being able to maintain necessary communication with the school regarding something as mundane as an absence.
I hope he can be successful. But for him to do that he needs to be realistic, get organized, be disciplined, understand what he can and cannot do and work cooperatively with his son's teacher with the understanding they are all on the same team.
Returning to your comment about my being "elitist," I have to say, that is a very odd thing to say, and in fact you couldn't be more wrong. The skill set that children and their families need to be successful in an independent or home-school setting are most certainly not the exclusive domain of any allegedly "elite" group. I've seen wealthy families that were complete disasters in independent study programs and I've seen families that struggled financially make a huge success of these kinds of academic programs.
Success in independent study has nothing to do with being "elite;" it has to do with a certain work ethic and a particular temperament in the child. I have known many families where one child in the family took to independent study like the proverbial duck to water and yet another child in the same family struggled with the same program. Independent study is an alternative to traditional education. It is not the right fit for everyone.
Hell, some kids shouldn't be in school at all, but it's legally required in most states in the US until the child graduates, takes an equivalency test and/or emancipates.
Again, I'm a huge advocate of alternative education in its various forms. But it's not a cure-all for the many woes in education in America and it most certainly is not for everyone.