I brought my son home after 2nd grade. Our 1st year HSing was his 3rd grade year. This is our 2nd year, he's now a 4th grader. We had significant issues to overcome. We're still dealing with some of them. He developed significant perfectionism issues surrounding math and it continues to be a thorn in my side. All you can do is to keep working on the issues. I can tell you, as hard as it has been, it's so much better than when he was in school. And yes, there are many days I'm chasing the nearest school bus to throw him on (last year, not so much this year). I would say ask DS about a few topics he wants to learn about. Then get some DVDs, some books, find museum exhibits etc ... he'll need some time to deschool. It will also be difficult to think of home as a learning environment. Expect some bumps. And no decision is final. It's hard for me to imagine NOT homeschooling now. Especially with my 1st grader home. He has jumped grade levels in a matter of months and is simply thriving. It's wonderful to see.
if you have any questions, just ask away.
dazey