What are the best options for staying longer in Thailand if I'm under 50 and retired?

Just did a search. The visa rules did not change overnight, so the same solutions as yesterday are the same. You should know from your question last month that the only option you have is making every 90 days a new Tourist Visa for 60 days with the Extension of Stay for 30 days, or go look into an Education Visa and learn Thai language so you can stay a few months longer. There is no other option till you reach 50 years of age, that you are afraid of stamps, airplanes, don't like that the proces repeats every 90 days does not have any influence on visa rules and requirements, Deal with it or find another solution. Good luck.

Have you considered education visa?

To stay longer (legally) you need a non-immigrant or ED visa based on marriage to Thai, retirement over age 50, enrollment at a school, qualified job or volunteer work. Otherwise play the visa run game by doing multiple visits to borders and Thai consulates. That might get you 2 more years until the red stamp of denial.

If you have monthly income of 65K baht as pension, maybe can get Non O (pensioner) <- not "O-A (long stay)", multiple entry...

Yes 2 years and the difference between 65 and 44 k

U can retire in thailand from 50 years on

Short Term: use SETV or METV visas with flights rather than coaches. Look presentable / Have evident of: accommodate / flights out of the country / 20,000 baht on you - All prepared before re-entry to Thailand - try not to visit the same consulate more than once or twice. If you research this group you will see many use this option for a number of years.

Mid Term: Education - dependent on the education you already have you could get a Degree, or, use one of the private colleges for up to 3 yrs learning: different languages / cooking / Muay Thai or combat training.

Long Term: Retire (showing a 'income' via pension or savings etc) or marry Thai.

There are many on here who know better than I, when it comes to staying in thailand but this seems to be the condensed version of the advice I see given.

There is no way to avoid stamps in your passport by travelling abroad for longer times.

There is NO limit on getting into Thailand by land or by plane using a VISA. Only by land border using the VISA EXEMPT ENTRY (coming without a VISA). There is a difference, you have a VISA or you do NOT have a VISA. It is complicated when you call every thing a visa or just a run. This is an example of a VISA:

Give him a bell

Sounds complicated... try to ask on the nearest immigration or on the nearest consulate.

Good luck anyway

There is a hard part of living abroad. If you like to stay in Thailand you need a Visa, if you do not like to fly, book a bus ride to Penang Malaysia and apply their for a Tourist Visa, There is no need for confusion or being insecure, go to an Thai Embassy or Consulate and just fill in the paper, provide the documents needed and pick it up the next day. In Penang are many Visa agents that are more than willing you to help you with all the paper needed.

Get a Single Entry Tourist Visa and save the second and last border run for this year, just in case.

Try another Thai consulate (Vientiane, Phnom Penh, Penang, etc.) for tourist visa and extend (60+30 days). Maybe can play that game until you're 50 then go with non-imm-O based on retirement.

Or try an education visa, go to school learn Thai .... up to 15 month and then u can do a proper retired visa

You can only do a land border run twice a calendar year to get the Visa Exempt Stamp for 30 days. Or fly in, better option is to apply for the Single Entry Tourist Visa, you will get 60 days and can extend with another 30 days.

Fly in with airplanes cost the same or better do a 60 day tourist visa witch can be extend for an other 30 days ... easy at Penang

Get a retirement visa

Did you do twice a border run to Malaysia and came back with the 30 day Visa Exempt Stamp or did you apply for a Tourist Visa at a Consulate or Embassy in Malaysia?