I had the SAME problem with my son....he would NOT take a nap. I also tried staying with him until he fell asleep, rewards... I decided enough was enough...at the same time everyday I put him in his bed. If he got out, he was put right back in. the first day, it felt like I put him back in 50 times. He screamed and kicked and was ANGRY, but I gently put him back in. The key was to NOT talk to him except to say (very calmly) "you need to stay in bed." No eye contact either. I actually learned this from watching Nanny 911. I felt horrible the entire time, but after a couple of days he no longer cried and accepted the fact that he had to stay in bed. (the second and third day showed much progress..or I couldn't have continued) I also told him he didn't have to sleep, but just stay in bed. (of course, he did sleep but this gave him the control he needed...in his mind it was his option to not sleep) I think the key was that I didn't allow his emotion to rub off on me....stayed calm but firm...then went in the other room and became a nervous wreck :) He is three now, and doesn't take a nap---if he did, he would be up half the night---and is pleasant without one...but until he reached that point, I wasn't doing him any favors NOT making him...good luck to you. I understand the struggle, and you can succeed in this..