Great question. There are a lot of unspoken disadvantages to the DTV including tax reporting (unconfirmed) but also time frames, jobs, etc.
You could change visas. Find a Thai language school and ask for an ed visa. You will pay again but it will null your DTV. Great question. Your options are limited because technically you have a retroactive tourist visa with higher stipulations.
What if you have to show income proof and have a bad month or two?
As long as you have the financial needs and a cover letter from your boss to go along with your work contract. Should be no problem. You are not going to have a conversation so let the paper talk for you.