Just to answer your question:

NO, you can NOT apply for a new visa using another passport while being inside Thailand.

@John *********

As not every of the over 80 local Immigration Offices has the authority and clearance to perform conversion of stay into a Non Immigrant visa

As long as you can meet the requirements you can apply each and every year

@Kd ********

But if you have 400.000 Thb for at least 2 months in your bank, you can directly apply for a new 1 year Extension of Stay.

@Kd ********

Let say that I did wrote a work permit and payments of tax and SSO.

IF you stop working this Extension of Stay MUST be cancelled using the last day of employment, so there is NO next year.

There are 3 different options to meet the financial requirements for the 1 year Extension of Stay based on marriage with a Thai female. (AKA marriage visa)

1. 2 months prior application date a minimum of 400.000 Thb in a Thai bank account on your name only.

If multiple account holders the money is divided by account holders.

2. an Affidavit of income of at least 40.000 Thb from your Embassy in Thailand OR if you Embassy does not provide this service:

at least 12 months of foreign deposits of minimum 40.000 Thb into a Thai bank account on your name.

3. If you work inside Thailand, the work permit, minimum salary of 40.000 Thb showed by 3 months tax and sso payments for you as well as needed staff for work permit.

Foreign ladies married with a Thai male do not have financial requirements.

You can choose the option you prefer.

Every time you change address, a new Address Registration, Immigration form number 30 or on-line has to be done within 24 hours.

Ask them

@https://www.face*****************

If you apply on-line for the Non Immigrant O visa based on being over 50 years (aka retirement visa) OR for the Non Immigrant O-A (aka retirement visa) or O-X visa (aka retirement visa) , your wife and your son (if he is younger than 20 years) can apply for this type of visa using the same on-line system

@Alan ********

Not see the need to wait two months inside Thailand, just buy the re-entry permit and come back during for the remaining of the 90 days.

But I guess, you looked into that option already, alternative is the Thai Elite Visa.