you have 0 evidence to back this up so don't say it wont happen if you get the visa since you have 0 idea if that is true or not. Remember, immigration is a separate entity and they can do whatever they want and ask for proof of enrollment in your school / program when you try to re-enter. The fact is no one knows the answer to his question.
I'm in the same boat. Shoot me a message if you'd like. From what I understand you need to cancel your Ed visa and leave Thailand before it expires. Then apply for DTV outside Thailand and come back.
I asked the same question and I believe the answer is about 99% yes. However, many have recommended going for the TR visa for 60 days so that is what I am going to do just to be really safe.