@Nicholas *****
yeah if you can stay out of the country for a month or so it might get you there. Applying for a non o in Thailand might have time requirements, so you might need x number of days left before applying. ***look this up though, as retirement visas aren't an area I know much about***
There's also a vip entry service by air, try contacting Thai Visa Centre. Where you pay and they help you get through immigration. It can be costly and will depend on your history in the country.
You could also go to Laos and try getting a 60 day Tourist visa. That way you can cross by land and still have 2 more visa exempt land crossings left.