It doesn't sound like he is ready to me. Or maybe i like to travel path of least resistance (and less wet nickers). I talked about going to the toilet and offered the toilet while dd was still in nappies, and then offered a choice of undies or nappies in the morning and let her choose. i wasn't ready to go to full undies until she was going wees and poos in the toilet, and then started working on her becoming aware that she had to go, before she actually did, so she had time to get to the loo.

dd puts undies on in the morning, but still has option of a nappy if we are travelling along way, she is tired, or she wants to poo and doesn't want to use the toilet.

hth