Hi J., My name is C. P., 56 yrs. old with 2 Kids, one is 20 and 36!! Yes, my son was 16 when she was born. I have been an RN for 35 yrs working mostly with disturbed teens!, ER & Peds. Of course, this always involves the family. I teach my own 6hr. class called The Ultimate Supersitter. I teach 11 yr. old & up kids how to be responsible, safe & FUN sitters. I've been teaching for 5yrs in this area but class was developed 15 yrs ago when I lived in LA. The no.1 question kids ask is How do I disipline kids when they are bad?. Well, my answer is simple. Thier job is to keep kids safe & happy while babysitting, not being the parent!!(They watch SUPERNANNY and think that's what they should be doing!) I tell them that show is about really bad parenting, not babysitting!) AND unless parents have some guidence, it is the hardest job in the world! So J., I commend you for reaching out for some advice, most parents struggle or worse, give up.I teach my kids and in parenting classes some simple things they can do that may help at this age: 1. Never ask him a closed ended question, (a question that can be answered with a YES or NO)Ex. Do you want to pick up your toys! NO! Or statemants that are a demand. It's time to pick up your toys before bed! No. i don't wanna!!!!Ask open ended questions that start wlth Who, What, Why Where or When. Ex. When would you like to pick up your toys before bed, 7:00 or 7:15??? What would you like for being such a great helper for Mommy,(after toys picked up), a cookie & milk or 15min of your video? (let him set the timer) Give him choices!!! Let him make simple decisions for himself. (It build self esteem & confidence) You must be consistent everyday. Be calm and matter of fact. You may want to start with something more simpler during day. (Lunch & play choices, then move up to bed routine!) A reward chart is fun. ( Let him stick the star by the good behavior, after a week he gets the reward he has chosen) Hope this helps as a start, I could go on forever!! Best of luck & don't give up. Let me know how it goes, C.