I don’t want to discount anyone’s experience with ADD. However, let’s not discount the reality that garden-variety laziness is a far more common problem.
I also agree with WhyNot. I have one of each of type of child. My first one responded only to being put in charge of her own work. The worst punishment we could dole out was to force her to go over her work with us or to monitor her assignments. When she realized that we would quit doing that if she convinced us she’d stay on top of things herself, she started keeping up very nicely.
My younger child is just like yours sounds, cruel butterfly. We spent two hellish years hounding her about her work, checking in her agenda (her school’s version of the planner) every single day, and having what seemed like endless teacher conferences. The one difference? She was in sixth and seventh grade. If you can get this issue resolved now, when your son is in elementary school, life will be much easier for both of you when he’s in middle school.
We got into a routine last year. I insisted that something be written down for every single class every single day, no matter whether she had homework. After consulting with all of her teachers and letting them know what was going on, I made sure she noted in her agenda what she was doing in class, what homework was assigned, and what they were reading. I checked her agenda every night, and the teachers all (bless them) checked it daily and made notations where necessary. She scraped through by the skin of her teeth last year and made it into eighth grade.
Along with the emphasis on accountability at school, we also worked on responsibility at home. We set up a schedule (with her input) that had her getting a snack as soon as she got home, then going up to her room (no TV) to do her homework. When we discovered that she wasn’t doing her work up there, we moved the homework space to the den instead so that I could supervise her more easily but she wouldn’t have the distractions she would in the living room (no TV!). She had to bring her homework to a parent to have it checked as soon as it was done, and she wasn’t allowed to do anything else until all of it was complete. On weekends, she had to do her chores at a specific time as well as doing any homework, and it all had to be done before she could go out to play. This, as you can imagine, was no fun for any of us, and it lasted for months. Over the summer, we tried to keep her on a schedule as well, although it wasn’t as stringent.
This year, she has turned over a completely new leaf. She’s still entering everything into her agenda, but she’s doing it willingly and of her own accord. I look it over once a week, and although I ask her about her homework, I’m not checking every assignment. She’s turned everything in so far, and she’s getting A’s in every subject. Her teachers are all very pleased with her, and so are her dad and I.
Hang in there - it takes a lot of work, and you’ll feel like a complete nag and/or ogre a lot of the time, but consistent discipline can pay off in the end.