Can I request multiple entries upon arrival in Thailand or should I apply for a multi-entry e-visa beforehand?

If you don’t have the nerves, and are able to change travelplans, when a Immigration Officer deny you entry to Thailand, you could choose the multi entry tourist visa.

Read all about it in the visa section of the Thai Embassy closest to you.

I’ve entered 5-6 six times a year visa exempt for the last 4 years. Never been refused or warned but have been asked for 2 of the 3 proofs on a couple of occasions.

Three proofs

1. Ticket out of Thailand within the visa exempt period

2. Initial address in Thailand

3. Proof I can support self. ( 20,000 Thai baht in cash) I’m told IO will not accept proof of money in the bank or equivalent amount in other currency.

I’ve been asked to show onward travel tickets twice and accommodation. Never been asked to show the cash.

I was once asked by IO why I keep entering and leaving and I replied I go home to Uk to work for two months to make money then I come to Thailand for two months to spend all my money and they seemed happy with that.

Three Visa Exempt entries over 6-7 months might not be be seen as tourist behaviour by your Immigration Officer so be prepared to be either grilled or even denied. You might want to consider the Multi-entry Tourist Visa especially if the Visa Exempt does revert to 30 days any time in the near future.

Depending on how long you plan to stay in Thailand, you probably don't need a visa or any extensions. Each visa exempt entry currently gives you 60 days which can be extended by 30 more if you need it.

You should be fine with the exempt stamp 60 days and could extend for 30 1900 baht