The following I copied from a statement given by an expert in this group:
Immigration are basically looking for a trend.
If you have multiple back to back entries that aren’t typical of a “normal” tourist then they may feel that you’re trying to exploit the tourist visa /exempt entry scheme to stay long term in Thailand without a correct visa (and potentially working here).
Typical tourist activities would be entering Thailand, visiting somewhere else in SE Asia and re-entering Thailand to go home.
This wouldn’t raise red flags for the officer. Back to back entries and extensions could.
a REAL flight ticket showing you leave Thailand within 60 days, such as for example Air Asia one-way from Hat Yai to Kuala Lumpur for 32.- US Dollars will give you a 100% guarantee of being accepted
if you fly without a visa AND this on a one-way ticket (!!), you can be DAMN SURE every airline will ask you for proof of an onward travel leaving Thailand within the 30 days period you will get visa-exempt stamped into Thailand. You should NOT ignore this risk. Please be AWARE the cheap fake "onwardticket" might NOT be accepted by the airline as sufficient a proof. Only a REAL flight ticket such as for example Air Asia one-way from Hat Yai to Kuala Lumpur for 32.- US Dollars give you a 100% guarantee of being accepted
the Immigration Samut Sakhon, sadly, has a bad reputation of inventing bullying new rules to a random number of applicants. You could consider, that when your application comes due, relocate accomodation and TM30 to a hotel or resort within the jurisdiction of a different immigration office.
your granddaughter could apply for a 60-days single entry tourist visa. She'd receive 60 days stay permit and can extend once, for 1900.- THB, for 30 more days on Immigration. This would be much easier than having to "border bounce"
ah, okay. A Thai citizen can enter Thailand even with an expired passport, see the answers above. Can she check-in to the flight from the UK to Thailand, with an expired passport? That's a good question. Technically yes, because she can enter Thailand with a passport of less than 6 months validity and even when it is already expired
First off, your husband has no visa. He has a one year stay permit based on “reason” retirement
You need to apply on the Thai embassy of your home country FIRST a 90 days Non-Imm-O visa based on being a trailing spouse to a foreigner who holds a stay permit in Thailand. you do not need to show any proof of funds.
You cannot get this visa inside Thailand
If you can get this 90 days visa based on being a trailing spouse at the consulate in Penang, is out of my reach (I guess it is not possible but others have confirmed that you can get it there)
You need to start with this 90-days visa, enter Thailand, and change the visa on Immigration into a “1-year Extension of Stay Permit based on being a trailing spouse of somebody who has a stay permit in Thailand”