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Entering as a toursit to obtain a WP after consecutive ED stamps

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I have this friend (American) who is new to Thailand, he has been here for 2 years mostly on some 3-month ED Visa stamps - I don't know exactly how he got it but he used some suss agent.

Now he will finally get a job in a company here but the company asked him to go see an agent to sort the paperwork.

This agent gave him two options:

Option 1 - go to a nearby country and wait in there for the work permit paperwork to go through, and he would come back to Thailand on a Non-B Visa. This however could take an unknown amount of time. The agent didn't say how long because it's a goverment process.

Option 2 - go to a nearby country and come back on a Tourist visa, the agent could then apply for the paperwork here and get him the Work permit and a compatible visa. I checked with Chatgpt and apparently this is possible because they can convert his type of visa.

Given that he has been here for a while on consecutive ED visa stamps, could the immigration agent not accept his entry if he tries to enter with a tourist visa? He does have a legitimate job offer to show.

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