Will I face issues re-entering Thailand after frequent visa exemptions and travels?

Possible, but I think more likely you would get a warning about "next time get a visa"!

Yes

Considering your travel history, you might face some scrutiny when re-entering Thailand. Here's why:

Visa Exemption Usage

You've used the visa exemption twice within a short period, which might raise concerns about your intentions.

Frequent Entries

Your frequent re-entries within a short span might be viewed as an attempt to live in Thailand without obtaining a proper visa.

Immigration Regulations

Thai immigration regulations have become stricter, and officers may scrutinize frequent visitors more closely.

Potential Issues

When you return on January 2nd, you might be:

1. *Questioned*: Immigration officers might ask about your travel history, intentions, and financial situation.

2. *Denied entry*: In extreme cases, you might be denied entry if the officers suspect you're attempting to live in Thailand without a proper visa.

3. *Asked to show proof*: You might be required to show proof of onward travel, sufficient funds, or a return ticket.

Preparation

To minimize potential issues:

1. *Ensure you have a return ticket* or proof of onward travel.

2. *Carry proof of sufficient funds* (at least 10,000 THB).

3. *Be prepared to explain your travel history and intentions*.

4. *Consider applying for a suitable visa* (e.g., tourist visa, retirement visa) if you plan to stay in Thailand long-term. You should also consider reading a book or two before your travel.. I'd recommend a book "Thailand Unveiled 2024-2025" by James Anderson on Amazon..it has all the info and recommendations you need..you should check it out 😀

It’s very unlikely you will have any issues. This is what tourism can look like if you legitimately being a tourist

I would definitely have the 3 proofs,20k baht or equivalent,and onward flight in 60 days and accommodation booked and if they ask you for this then your about to be denied

All up to the immigration officer in front of you, if he or she is having a bad hair day. With all this travel history I would start looking into a proper visa since from a officer view looks like you either working here or trying to abusing the extempt law.