Can I extend a 30-day visa waiver in Thailand while waiting for a work permit?

Let's just make sure you can get a 30 day extension on your free entry stamp.

@Droid ********

because you used the term "visa waiver"

What is your nationality?

If you enter Thailand on or after October 1, you will be STAMPED in for 45 days as a visa exempt entry. You can get one 30 day extension of stay for 1900 Thai baht from your local Thai immigration office where you have your TM30 address registered.

There is NO requirements for health insurance. Though it's wise to have a good travel insurance policy for your medical care needs.

You do not have to have proof of paid accomodation for your stay. However be prepared to show an address where you will be staying during the first few days from your arrival date into Thailand.

If you fly to Thailand Visa exempt... your airline may ask to see your flight departing Thailand within the 45 days from arrival.

As for the Non B visa AND Thai work permit, that depends on how much cooperation you get between the School, Thai immigration and Thai Foreign Ministry.

You may need to make a visa run to Vientiane Laos or Phnom Penh or Ho Chi Minh City to get a Non B visa for teaching.

Be sure you check the REQUIREMENTS for the Non B visa... before you trek, if needed, to apply for the Non B visa.

Double check what you need to bring with you to fulfill the requirements for the Non B visa AND that of the Thai Education Ministry in obtaining your license to teach in Thailand.

Your school should be able to help you with that list of requirements needed.