Hello, can I enter Thailand on a 30 day visa waiver then renew for another 30 days in order for the school I will work at to switch me to a work permit? Also does anyone know if it is required to show proof of paid accommodation and health insurance to immigration in order to get the visa waiver?
TLDR : Answer Summary
You can enter Thailand on a 30-day visa waiver and then apply for a 30-day extension at a local immigration office for 1900 baht. There's no requirement for health insurance or proof of paid accommodation, but you should have an address for your stay ready. However, if you are transitioning to a work permit, you may need to work with your school and potentially make a visa run for a NON-B visa for teaching.