Can one extend a Thai 30-day visa-free stamp any time before the stamp's expiration or can one extend it only when close to the expiration?

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Normally between 15-30 days of the extension expiration date, you apply for the extension. Some offices will turn you away if they deem it is too early. But 15-30 days is the normal time.

For a 1 year extension of stay, I've seen up to 45 days early as being acceptable.

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